Achievements on the Application of Hydrazine and Related Compounds for the Synthesis of Five-Membered Azole Heterocycles

Abstract

The structures and reactions of hydrazine and their related compounds were summarized. Their application for the synthesis of five-membered azole heterocycles such as pyrazoles, thiazoles, 1,3,4-oxadiazoles, 1,3,4-thiadiazoles and triazoles, and fused heterocyclic compounds, includingpyrazole derivatives and s-triazolo[3,4-b][1,3,4]-thiadiazoles, s-triazolo[3,4-b][1,3,4]-thiadiazines, in the past 10 years, was alsoillustrated.

Key words: hydrazine derivative, synthesis, five-membered azole heterocycle

Cite this article

ZHANG Zi-Yi, ZHANG Yan, HUI Xin-Ping, XU Peng-Fei, SHEN Da-Peng. Achievements on the Application of Hydrazine and Related Compounds for the Synthesis of Five-Membered Azole Heterocycles[J]. Chinese Journal of Organic Chemistry, 2004, 24(11): 1348-1365.

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References

1 Hafez, E. A. A.; Abed, N. M.; Elmoghayer, M. R. H.; El-Agamey, A. G. A. Heterocycles 1984, 22, 1821.
2 (a) Holzer, W.; Seiringer, G. J. Heterocycl. Chem.1993, 30, 865.
(b) Singh, S. P.; Ranjana; Kumar, D. Indian J. Chem., Sect. B 1993, 32B, 843.
(c) Singh, S. P.; Kumar, D.; Kapoor, R. P. Indian J. Chem., Sect. B 1995, 34B, 682.
3 Bhardwaj, S. D.; Jolly, V. S. Orient. J. Chem. 1996, 12, 185 [Chem. Abstr. 1997, 126, 144217].
4 Gehring, R.; Lindig, M.; Wroblowsky, H. J.; Santel, H. J.;Schmidt, R. R.; Brandes, W.; Strang, H. DE 3728278, 1988[Chem. Abstr. 1989, 110, 23881].
5 Pamukcu, R.; Piazza, G. A. US 6034099, 2000 [Chem. Abstr. 2000, 132, 194371].
6 Hogale, M. B.; Kharade, D. R. J. Indian Chem. Soc. 1991, 68, 298.
7 Bagrov, F. V. Russ. J. Org. Chem. 2000,36, 191 [Chem. Abstr. 2000, 133, 321666].
8 Singh, J.; Tripathy, R. WO 0132653, 2001 [Chem. Abstr. 2001, 134, 340503].
9 (a) Fray, M. J.; Bull, D. J.; Kinns, M. J. Chem. Res., Synop. 1992, 10.
(b) Ismaiel, A. K.; Eisa, H.; Bayoumi, S.; El-Kerdawy, M. M. Alexandria J. Pharm. Sci. 1989, 3, 67 [Chem. Abstr. 1990, 112, 7418].
10 Simiti, I.; Zaharia, V.; Coman, M.; Demian, H.; Muresan,A. Pharmazie 1988, 43, 82 [Chem. Abstr. 1988, 109, 110319].
11 Joshi, K. C.; Pathak, V. N.; Gupta, R. J. Indian Chem. Soc. 1988, 65, 773.
12 Ankhiwala, M. D.; Naik, H. B. J. Indian Chem. Soc.1990, 67, 258.
13 Ma, Y.-M.; Li, Z.-J. Chem. J. Chin. Univ. 1990, 11, 967 (in Chinese).
(马引民, 李仲杰, 高等学校化学学报, 1990, 11, 967.)
14 Raju, K. M.; Raju, M. S.; Rao, A. K. Acta Cienc Indica, Chem. 1983, 9, 168 [Chem. Abstr. 1984, 101, 90817].
15 Shanker, M. S. S.; Reddy, R. B.; Mouli, G. V. P. C.; Reddy, Y. D. Asian J. Chem. 1992, 4, 166 [Chem. Abstr. 1992, 116, 128767].
16 Haggag, B.; El-din, S. M.; Basyouni, W. M. Egypt. J. Pharm. Sci. 1993, 33, 585 [Chem. Abstr. 1994, 121, 83157].
17 Khalafallah, A. K. Asian J. Chem. 1996,8, 751 [Chem. Abstr. 1997, 126, 59927].
18 Raut, A. W.; Doshi, A. G. Orient. J. Chem. 1998,14, 349 [Chem. Abstr. 1999, 130, 81452].
19 Palacios, F.; Aparicio, D.; De los Santos, J. M. Tetrahedron 1994, 50, 12727.
20 Minamisaka, K.; Sekiguchi, M.; Saito, K. EP 596286, 1994 [Chem. Abstr. 1994, 121, 83330].
21 Zaki, M. E. A.; Fathalla, O. A. Egypt. J. Pharm. Sci. 1997, 38, 363 [Chem. Abstr. 1999, 131, 243236].
22 Kepe, V.; Pozgan, F.; Golobic, A.; Polanc, S.; Kocevar,M. J. Chem. Soc., Perkin Trans. 1 1998, 2813.
23 Marei, M. G. Alexandria J. Pharm. Sci. 1992, 6, 91 [Chem. Abstr. 1992, 117, 131115].
24 Anderson, P. N.; Argo, C. B.; Sharp, J. T. J. Chem. Soc., Perkin Trans. 1 1981, 2761.
25 Bouillon, J.-P.; Ates, C.; Janousek, Z.; Viehe, H. G.Tetrahedron Lett. 1993, 34, 5075.
26 Bruno, O.; Bondavalli, F.; Ranise, A.; Schenone, P.; Losasso, C.; Cenicola, M. L.; Stella, L.; Donnoli, D.; Marmo, E. Farmaco 1990, 45, 527 [Chem. Abstr. 1991, 114, 81686].
27 Omar, M. T.; Habashy M. M.; Youssef, A. M.; Sherif, F. A. J. Prakt. Chem. 1989, 331, 393.
28 Kamitori, Y.; Hojo, M.; Masuda, R.; Fujishiro, M.; Nakamura, I.;Yamamoto, K. J. Heterocycl. Chem. 1993, 30, 389.
29 Kamitori, Y.; Hojo, M.; Masuda, R.; Fujishiro, M.; Wada,M. Heterocycles 1994, 38, 21.
30 Baccolini, G.; Biondi, D. Heteroat. Chem. 1993,4, 497 [Chem. Abstr. 1994, 121, 83156].
31 Kasahara, A.; Murakami, S.; Shimizu, I. Chem. Ind. (London) 1982, 906.
32 Attanasi, O. A.; Buratti, S.; Filippone, P.; Giovagnoli,D. J. Chem. Res., Synop. 1994, 192.
33 Attanasi, O. A.; De Crescentini, L.; Filippone, P.; Foresti, E.; Mantellini, F. J. Org. Chem. 2000, 65, 2820.
34 Kobayashi, S.; Oyamada, H. WO 9946238,1999 [Chem. Abstr. 1999, 131, 214285].
35 Belletire, J. L.; Hagedorn, C. E.; Ho, D. M.; Krause, J.Tetrahedron Lett. 1993, 34, 797.
36 Stevenson, T. M. WO 8805046, 1988 [Chem. Abstr. 1989, 110, 23882].
37 Zohdi, H. F.; Rateb, N. M.; Abdelhamid, A. O. Phosphorus, Sulfur Silicon Relat. Elem. 1998, 133, 103 [Chem. Abstr. 2000, 133, 58743].
38 Rao, J. S.; Mogilaiah, K.; Sreenivasulu, B. Indian J.Chem., Sect. B 1996, 35B, 713.
39 Chen, H.; Qian, D.-Q.; Xu, G.-X.; Liu, Y.-X.; Chen, X.-D.; Shi, X.-D.; Cao, R.-Z.; Liu, L.-Z. Phosphorus, Sulfur Silicon Relat. Elem. 1999, 144～146, 83 [Chem. Abstr. 2000, 132, 35828].
40 Farghaly, A. M.; Chaaban, I.; El-Khawass, S. M.; Fahmy,S. M.J. Chin. Chem. Soc. 1990, 37, 501.
41 Chu, C.-H.; Xu, P.-F.; Hui, X.-P.; Zhang, Z.-Y.; Liao, R.-A.; Li, Z.-C. Chem. J. Chin. Univ. 2001, 22, 768 (in Chinese).
(褚长虎, 许鹏飞, 惠新平, 张自义, 廖仁安, 李之春, 高等学校化学学报, 2001, 22, 768.)
42 Wardakhan, W. W.; Fleita, D. H.; Mohareb, R. M. J. Chin. Chem. Soc. 1999, 46, 97.
43 Gillet, J. P. EP 497678, 1992[Chem. Abstr. 1992, 117, 212507].
44 Zhang, Z.-Y.; Feng, X.-M.; Liu, H.-X.; Chen, M.-Q.;Liu, Y.-B. Chin. J. Org. Chem. 1989, 9, 355 (in Chinese).
(张自义, 冯小明, 刘海新, 陈茂齐, 刘有帮, 有机化学, 1989, 9, 355.)
45 Feng, X.-M.; Zhang, Z.-Y.; Meng, Q.-X.; Zheng, G.-Y.Chin.J. Org. Chem. 1990, 10, 62 (in Chinese).
(冯小明, 张自义, 孟仟祥, 郑国钰, 有机化学, 1990, 10, 62.)
46 Liu, S.-Y.; Hui, X.-P.; Xu, P.-F.; Zhang, Z.-Y. Chem. J. Chin. Univ. 2000, 21, 1386 (in Chinese).
(刘素燕, 惠新平, 许鹏飞, 张自义, 高等学校化学学报, 2000, 21, 1386.)
47 Hui, X.-P.; Zhang, L.-M.; Zhang, Z.-Y.; Wang, Q.; Wang, F. Indian J. Chem., Sect. B 1999, 38B, 1066.
48 Tashtuosh, H.; Abu-Orabi, S.; Ta′an, E.; Al-Talib, M.AsianJ. Chem. 1999, 11, 441 [Chem. Abstr. 1999, 131, 31913].
49 Zhang, Z.-Y.; Feng, X.-M.; Chen, L.-M.; Meng, Y.-F.;Zeng, F.-L.; Chen, M.-Q.; Liu, Y.-B. J. Lanzhou Univ. (Nat. Sci. Ed.)1992, 28(2), 103 (in Chinese).
(张自义, 冯小明, 陈立民, 孟延发, 曾福礼, 陈茂齐, 刘有帮, 兰州大学学报(自然科学版), 1992, 28(2), 103.)
50 Karnik, A. V.; Kamath, R. G. Indian J. Chem., Sect. B 1997, 36B, 803.
51 Abdel-Bary, H. M. Afinidad 1998, 55,67 [Chem. Abstr. 1998, 128, 321534].
52 Liu, F.-M.; Yu, J.-X.; Lu, W.-J.; Liu, G.; Liu, Y.-T.; Chen,Y.-Z. Chin. J. Chem. 1999, 17, 62.
53 (a) Zhang, Y.; Qiao, R.-Z.; Xu, P.-F.; Zhang, Z.-Y.;Wang, Q.; Mao, L.-M.; Yu, K.-B. J. Chin. Chem. Soc. 2002, 49, 369.
(b) Chu, C.-H.; Sun, X.-W.; Sun, L.; Zhang, Z.-Y.; Li, Z.-C.; Liao, R.-A.J. Chin. Chem. Soc. 1999, 46, 229.
(c) Hui, X.-P.; Hao, L.; Zhang, Z.-Y.; Wang, Q.; Wang, F.; Guan, Z.-W. Chem. J. Chin. Univ. 2000, 21, 1844 (in Chinese).
(惠新平, 郝兰, 张自义, 王勤, 王芳, 管作武, 高等学校化学学报, 2000, 21, 1844.)
54 Rani, B. R.; Bhalerao, U. T.; Rahman, M. F. Indian J.Chem.,Sect. B 1990, 29B, 995.
55 Kramer, J. B.; Boschelli, D. H.; Connor, D. T. J. Heterocycl. Chem. 1994, 31, 1439.
56 Firoozi, F.; Javidnia, K.; Kamali, M.; Fooladi, A.; Foroumadi, A.; Shafiee, A. J. Heterocycl. Chem. 1995, 32, 123.
57 Liu, F.-M.; Yu, J.-X.; Wang, W.; Liu, G.; Liu, Y.-T.;Chen, Y.-Z. Chin. J. Org. Chem. 1999, 19, 316 (in Chinese).
(刘方明, 于建新, 王玮, 刘罡, 刘育亭, 陈耀祖, 有机化学, 1999, 19, 316.)
58 Chen, H.-S.; Li, Z.-M. Chem. J. Chin. Univ. 1998, 19, 572 (in Chinese).
(陈寒松, 李正名, 高等学校化学学报, 1998, 19, 572.)
59 Sun, X.-W.; Hui, X.-P.; Chu, C.-H.; Zhang, Z.-Y. Indian J. Chem., Sect. B 2001, 40B, 15.
60 Rigo, B.; Couturier, D. J. Heterocycl. Chem. 1985, 22, 287.
61 Invidiata, F. P.; Furno, G.; Lampronti, I.; Simoni, D.J. Heterocycl. Chem. 1997, 34, 1255.
62 Zhang, Z.-Y.; Yang, K.-X.; Zeng, F.-L. Chem. J. Chin. Univ. 1988, 9, 239 (in Chinese).
(张自义, 杨珂新, 曾福礼, 高等学校化学学报, 1988, 9, 239.)
63 (a) Zhang, Z.-Y.; Yang, H. Chin. J. Org. Chem. 1986, 6, 184 (in Chinese).
(张自义, 杨虎, 有机化学, 1986, 6,184.)
(b) Yang, H.; Zhang, Z.-Y. Acta Chim. Sinica 1987, 45, 916 (in Chinese).
(杨虎, 张自义, 化学学报, 1987, 45, 916.)
64 Zhang, Z.-Y.; Shi, J.-C. Chin. J. Org. Chem. 1991, 11, 404 (in Chinese).
(张自义, 施继成, 有机化学, 1991, 11, 404.)
65 Wu, H.-P.; Chen, L.-M.; Zhang, Z.-Y. Chem. Res. Chin. Univ. 1994, 10, 151.
66 Dong, H.-S.; Zhang, Z.-Y.; Hui, X.-P.; Quan, B.; Yang, S.-Y.Chin. J. Org. Chem. 1998, 18, 253 (in Chinese).
(董恒山, 张自义, 惠新平, 权彬, 杨世琰, 有机化学, 1998, 18, 253.)
67 Sun, X.-W.; Liang, H.-T.; Zhang, Z.-Y.; Wang, Q.; Wang, F. Indian J. Chem., Sect. B 1999, 38B, 679.
68 (a) Amir, M.; Shahani, S. Indian J. Chem., Sect. B1998, 37B, 502.
(b) Xu, P.-F.; Zhang, L.-M.; Chu, C.-H.; Zhang, Z.-Y. J. Xiamen Univ. (Nat. Sci. Ed.) 1999, 38(Suppl.), 480 (in Chinese).
(许鹏飞, 张林梅, 褚长虎, 张自义, 厦门大学学报(自然科学版), 1999, 38(增刊), 480.)
69 Belen′kii, L. I.; Luiksaar, S. I.; Krayushkin, M. M. Chem. Heterocycl. Compd. (N. Y.) 1999, 35, 492 [Chem. Abstr. 2000, 132, 93260].
70 Lutun, S.; Hasiak, B.; Couturier, D. Synth. Commun.1999, 29, 111.
71 Rigo, B.; Cauliez, P.; Fasseur, D.; Couturier, D. Synth. Commun. 1988, 18, 1247.
72 Brown, B. J.; Clemens, I. R.; Neesom, J. K. Synlett2000, 131 [Chem. Abstr. 2000, 132, 207805].
73 Liras, S.; Allen, M. P.; Segelstein, B. E. Synth. Commun. 2000, 30, 437.
74 El Kaim, L.; Le Menestrel, I.; Morgentin, R. Tetrahedron Lett. 1998, 39, 6885.
75 Prakash, O.; Sharma, V.; Batra, H.; Rani, N.; Sharma, P.K.; Singh, S. P. Indian J. Chem., Sect. B 1998, 37B, 797.
76 Huang, X.; Zhu, Q. J. Chem. Res., Synop. 2000, (6), 300.
77 Patel, H. V.; Fernandes, P. S.; Vyas, K. A. Indian J.Chem., Sect. B 1990, 29B, 135.
78 El-Masry, A. H. Indian J. Heterocycl. Chem. 2000, 10, 141.
79 Ram, V. J.; Nath, M. Phosphorus, Sulfur Silicon Relat.Elem. 1995, 105, 11 [Chem. Abstr. 1995, 123, 339791].
80 Zhang, L.-X.; Zhang, Z.-Y. Chem. Res. Chin. Univ.1989, 5, 147.
81 Zhang, Z.-Y.; Yang, H. Chin. J. Org. Chem. 1988, 8, 153 (in Chinese).
(张自义, 杨虎, 有机化学, 1988, 8, 153.)
82 Zhang, Z.-Y.; Yang, H.; Gao, D.-Z. Acta Chim. Sinica 1987, 45, 403 (in Chinese).
(张自义, 杨虎, 高东哲, 化学学报, 1987, 45, 403.)
83 Feng, X.-M.; Chen, R.; Zhang, Z.-Y. Chem. Res. Chin.Univ. 1992, 8, 314.
84 Zhang, Z.-Y.; Lin, H.-X. Chin. J. Org. Chem. 1992, 12, 58 (in Chinese).
(张自义, 林海霞, 有机化学, 1992, 12, 58.)
85 Chen, L.-M.; Wu, H.-P.; Zhang, Z.-Y. Chem. J. Chin.Univ. 1991, 12, 1069 (in Chinese).
(陈立民, 武和平, 张自义, 高等学校化学学报, 1991, 12, 1069.)
86 (a) Zhang, Z.-Y.; Yang, F.-K. Chin. J. Org. Chem.1994, 14, 553 (in Chinese).
(张自义, 杨丰科, 有机化学, 1994, 14, 553.)
(b) Zhang, Z.-Y.; Lin, H.-X. Chin. J. Synth. Chem. 1993, 1, 178 (in Chinese).
(张自义, 林海霞, 合成化学, 1993, 1, 178.)
87 Liang, Y.-X.; Hao, L.; Zhang, Z.-Y. J. Lanzhou Univ.(Nat. Sci. Ed.) 1997, 33(3), 58 (in Chinese).
(梁宇翔, 郝兰, 张自义, 兰州大学学报(自然科学版), 1997, 33(3), 58.)
88 Zhang, Z.-Y.; Dong, H.-S.; Yang, S.-Y. Chin. J. Org. Chem. 1996, 16, 430 (in Chinese).
(张自义, 董恒山, 杨世琰, 有机化学, 1996, 16, 430.)
89 Xu, P.-F.; Yan, X.-P.; Wu, S.-Z.; Zhang, Z.-Y. Indian J. Chem., Sect. B 1998, 37B, 127.
90 Zhang, Y.; Wang, S.-B.; Zhang, L.-M.; Zhang, Z.-Y. J. Lanzhou Univ. (Nat. Sci. Ed.) 2000, 36(1), 53 (inChinese).
(张艳, 王哨兵, 张林梅, 张自义, 兰州大学学报(自然科学版), 2000, 36(1), 53.)
91 Varvaresou, A.; Siatra-Papastaikoudi, T.; Tsotinis, A.;Tsantili-Kakoulidou, A.; Vamvakides, A. Farmaco 1998, 53, 320 [Chem. Abstr. 1998, 129, 175595].
92 Zhang, Y.; Sun, X.-W.; Hui, X.-P.; Zhang, Z.-Y.; Wang, Q.; Zhang, X. Chin. J. Chem. 2002, 20, 168.
93 Zhang, Z.-Y.; Chu, C.-H.; Sun, X.-W.; Qi, S.-K.; Li,Z.-C.; Liao, R.-A. Chem. J. Chin. Univ. 2000, 21, 386 (in Chinese).
(张自义, 褚长虎, 孙小文, 齐尚奎, 李之春, 廖仁安, 高等学校化学学报, 2000, 21, 386.)
94 Bargamov, G. G.; Bargamova, M. D. J. Fluorine Chem.1996, 79, 45 [Chem. Abstr. 1996, 125, 300897].
95 Prakash, O.; Gujral, H. K.; Rani, N.; Singh, S. R. Synth. Commun. 2000, 30, 417.
96 Lakhan, R.; Sharma, B. P. J. Indian Chem. Soc. 2001, 78, 101.
97 Shine, H. J.; Mansurul Hoque, A. K. M. J. Org. Chem. 1988, 53, 4349.
98 Er-Rhaimini, A.; Mornet, R. J. Heterocycl. Chem. 1992, 29, 1561.
99 Kane, J. M. Synthesis 1987, 912.
100 (a) Chu, C.-H.; Zhang, Y.; Zhang, Z.-Y.; Li, Z.-C.; Liao, R.-A. Indian J. Chem., Sect. B 2000, 39B, 791.
(b) Hao, L.; Hui, X.-P.; Zhang, Z.-Y.; Guan, Z.-W.; He, Y.-L.; Yu, H.-J. Chem. J. Chin. Univ. 1999, 20, 1564 (in Chinese).
(郝兰, 惠新平, 张自义, 管作武, 何玉林, 于红娟, 高等学校化学学报, 1999, 20, 1564.)
101 Mishra, V. K.; Bahel, S. C. J. Indian Chem. Soc. 1984, 61, 916.
102 Kane, J. M.; Dudley, M. W.; Sorensen, S. M.; Miller, F. P. J.Med. Chem. 1988, 31, 1253.
103 Kane, J. M.; Staeger, M. A.; Dalton, C. R.; Miller, F. P.; Dudley, M. W.; Ogden, A. M. L.; Kehne, J. H.; Ketteler, H. J.; McCloskey, T. C.; Senyah, Y.; Chmielewski, P. A.; Miller, J. A. J. Med. Chem. 1994, 37, 125.
104 Zhang, Z.-Y.; Chen, L.-M.; Wu, H.-P. Chem. Res. Chin. Univ. 1991, 7, 193.
105 (a) Zhang, L.-X.; Zhang, Z.-Y.; Zeng, F.-L. Chem. J. Chin.Univ. 1990, 11, 148 (in Chinese).
(张力学, 张自义, 曾福礼, 高等学校化学学报, 1990, 11, 148.)
(b) Zhang, Z.-Y.; Shi, J.-C. Chin. J. Org. Chem. 1991, 11, 159 (in Chinese).
(张自义, 施继成, 有机化学, 1991, 11, 159.)
106 (a) Zhang, Z.-Y.; Dong, H.-S.; Guan, Z.-W.; Yang, S.-Y.Chem. Res. Chin. Univ. 1997, 13, 27.
(b) Xu, P.-F.; Sun, X.-W.; Zhang, L.-M.; Zhang, Z.-Y. J. Chem. Res., Synop. 1999, 170.
107 (a) Zhang, Z.-Y.; Yang, H.; Hu, W.-S.; Chen, L.-M.; Zang, S.-S. J. Lanzhou Univ. (Nat. Sci. Ed.) 1990, 26(2), 61 (in Chinese).
(张自义, 杨虎, 胡文顺, 陈立民, 臧庶声, 兰州大学学报(自然科学版), 1990, 26(2), 61.)
(b) Chen, L.-M.; Zhang, Z.-Y.; Yang, K.-X.; Mao, M.-J.; Wei, L.-L.; Zhong,Y.-Y. J. Lanzhou Univ. (Nat. Sci. Ed.) 1990, 26(3), 78 (in Chinese).
(陈立民, 张自义, 杨柯新, 毛曼君, 魏陆林, 钟友谊, 兰州大学学报(自然科学版), 1990, 26(3), 78.)
108 (a) Zhang, Z.-Y.; Chen, L.-M.; Feng, X.-M.; Du, Y.-K. Chem. J. Chin. Univ. 1987, 8, 229 (in Chinese).
(张自义, 陈立民, 冯小明, 杜永坤, 高等学校化学学报, 1987, 8, 229.)
(b) Zhang, Z.-Y.; Feng, X.-M.; Chen, L.-M.; Meng, Q.-X.; Gao, D.-Z. Chem.J. Chin. Univ. 1989, 10, 471 (in Chinese).
(张自义, 冯小明, 陈立民, 孟仟祥, 高东哲, 高等学校化学学报, 1989, 10, 471.)
109 Zhang, Z.-Y.; Chen, L.-M.; Feng, X.-M.; Zeng, F.-L. Chin. J. Org. Chem. 1989, 9, 150 (in Chinese).
(张自义, 陈立民, 冯小明, 曾福礼, 有机化学, 1989, 9, 150.)
110 Zhang, Z.-Y.; Lin, H.-X. Chem. J. Chin. Univ. 1992, 13, 936 (in Chinese).
(张自义, 林海霞, 高等学校化学学报, 1992, 13, 936.)
111 Feng, X.-M.; Chen, R.; Yang, W.-D.; Zhang, Z.-Y. Chem. J.Chin. Univ. 1992, 13, 187 (in Chinese).
(冯小明, 陈荣, 杨维东, 张自义, 高等学校化学学报, 1992, 13, 187.)
112 Feng, X.-M.; Chen, R.; Zhang, Z.-Y. Chem. J. Chin. Univ.1991, 12, 1326 (in Chinese).
(冯小明, 陈荣, 张自义, 高等学校化学学报, 1991, 12, 1326.)
113 Feng, X.-M.; Chen, R.; Liu, X.-C.; Zhang, Z.-Y. Chin. J. Appl. Chem. 1991, 8, 28 (in Chinese).
(冯小明, 陈荣, 刘晓晨, 张自义, 应用化学, 1991, 8, 28.)
114 Eweiss, N. F.; Bahajaj, A. A. J. Heterocycl. Chem. 1987, 24, 1173.
115 Sun, X.-W.; Chu, C.-H.; Zhang, Z.-Y.; Wang, Q.; Wang, S.-F.Pol. J. Chem. 1999, 73, 1203.
116 (a) Zhang, Z.-Y.; Zou, N. Chin. J. Chem. 1995,13, 448.
(b) Zhang, Z.-Y.; Zou, N.; Yang, F.-K. Chem. J. Chin. Univ. 1995, 16, 559 (in Chinese).
(张自义, 邹宁, 杨丰科, 高等学校化学学报, 1995, 16, 559.)
117 Zhang, Z.-Y.; Chen, X. Acta Chim. Sinica 1991,49, 513 (in Chinese).
(张自义, 陈新, 化学学报, 1991, 49, 513.)
118 Zhang, Z.-Y.; Li, M.; Zhao, L.; Li, Z.-M.; Liao, R.-A. Chem. J. Chin. Univ. 1993, 14, 512 (in Chinese).
(张自义, 李明, 赵岚, 李正名, 廖仁安, 高等学校化学学报, 1993, 14, 512.)
119 Xu, P.-F.; Zhang, Z.-H.; Hui, X.-P.; Zhang, Z.-Y.; Zheng, R.-L. J. Chin. Chem. Soc. 2004, 51, 315.
120 Udupi, R. H.; Suresh, G. V.; Setty, S. R.; Bhat, A. R. J. Indian Chem. Soc. 2000, 77, 302.
121 Gelin, S.; Chantegrel, B.; Chabannet, M. Synth. Commun. 1982, 12, 431.
122 Soleiman, H. A.; Khalafallah, A. K.; Abdelzaher, H. M. J. Chin. Chem. Soc. 2000, 47, 1267.
123 Eisa, H. M.; El-Emam, A. A.; Moustafa, M. A.; El-Kerdawy, M.M. J. Chin. Chem. Soc. 1988, 35, 393.
124 El-Emam, A. A.; Moustafa, M. A.; El-Subbagh, H. I.; El-Ashmawy, M. B. Monatsh. Chem. 1990, 121, 221.
125 Zhang, Z.-Y.; Chen, X.; Wei, L.-L.; Ma, Z. Chem. Res. Chin.Univ. 1991, 7, 129.
126 Zhang, Z.-Y.; Li, M.; Zhao, L.; Li, Z.-M.; Liao, R.-A. Chin. J. Org. Chem. 1993, 13, 397 (in Chinese).
(张自义, 李明, 赵岚, 李正名, 廖仁安, 有机化学, 1993, 13, 397.)
127 Sun, X.-W.; Zhang, Y.; Zhang, Z.-Y. J. Chin. Chem. Soc.1998, 45, 535.
128 Sun, X.-W.; Zhang, Y.; Zhang, Z.-Y.; Wang, Q.; Wang, S.-F.Indian J. Chem., Sect. B 1999, 38B, 380.
129 Qiao, R.-Z.; Hui, X.-P.; Xu, P.-F.; Zhang, Z.-Y.; Cheng, D.-L. Chin. J. Chem. 2001, 19, 800.
130 El-Gendy, A. A.; Ismail, M. M. Egypt. J. Pharm. Sci. 1989, 30, 35 [Chem. Abstr. 1990, 112, 216801].
131 Zhang, Z.-Y.; Chen, X. Chin. J. Chem. 1992, 10, 59.
132 Zhang, Z.-Y.; Li, M.; Zhao, L.; Li, Z.-M.; Liao, R.-A. Chem. J. Chin. Univ. 1994, 15, 220 (in Chinese).
(张自义, 李明, 赵岚, 李正名, 廖仁安, 高等学校化学学报, 1994, 15, 220.)
133 Sun, X.-W.; Hui, X.-P.; Chu, C.-H.; Zhang, Z.-Y. Indian J. Chem., Sect. B 2000, 39B, 779.
134 Shukurov, S. Sh.; Kukaniev, M. A.; Bobgaribov, B. M.; Sabirov,S. S. Izv. Akad. Nauk, Ser. Khim. 1995, 2035 [Chem. Abstr. 1996, 124, 289363].
135 Shukurov, S. Sh.; Kukaniev, M. A. Izv. Akad. Nauk, Ser. Khim. 1993, 231 [Chem. Abstr. 1996, 124, 55865].
136 Bano, Q.; Tiwari, N.; Giri, S.; Nizamuddin Indian J. Chem., Sect. B 1992, 31B, 467.
137 Omar, A.-M. M. E.; AboulWafa, O. M. J. Heterocycl. Chem.1986, 23, 1339.
138 Singh, S.; Yadav, L. D. S.; Singh, H. Bokin Bobai 1980, 8, 385 [Chem. Abstr. 1981, 94, 103250].
139 Hui, X.-P.; Xu, P.-F.; Wang, Q.; Zhang, Q.; Zhang, Z.-Y. Chin. J. Chem. 2001, 19, 991.
140 Sakata, M.; Shirakawa, Y.; Kamata, N.; Sakaguchi, Y.; Nishino,H.; Ouyang, J.; Kurosawa, K. J. Heterocycl. Chem. 2000, 37, 269.
141 Bhalerao, U. T.; Muralikrishna, C.; Rani, B. R. Tetrahedron 1994, 50, 4019.
142 Mohan, J.; Anjaneyulu, G. S. R.; Kiran Indian J. Chem., Sect.B 1988, 27B, 128.
143 Abd El-Samie, Z. K.; Al-Ashmawi, M. I.; Abd El-Fattah, B. Egypt J. Pharm. Sci. 1988, 29, 251 [Chem.Abstr. 1989, 110, 231589].
144 Awad, I. M. A.; Abdel-Rahman, A. E.; Bakite, E. A. J. Chem.Technol. Biotechnol. 1991, 51, 483 [Chem.Abstr. 1991, 115, 114431].
145 Lockhart, C. C.; Sowell, Sr. J. W. J. Heterocycl. Chem. 1996, 33, 659.
146 Bishop, B. C.; Marley, H.; Preston, P. N.; Wright, S. H. B. J. Chem. Soc., Perkin Trans. 1 1999, 1527.
147 Mahmoud, M. R.; Abd-El-Halim, M. S.; Ebrahim, A. E. F.; Radwan, A. M. Indian J. Chem., Sect. B 1996, 35B, 915.
148 Danagulyan, G. G.; Sahakyan, L. G.; Panosyan, G. A. Chem. Heterocycl. Compd. (N.Y.) 2000, 36, 185 [Chem. Abstr. 2000, 133, 321860].
149 Gorbunov, A. A.; Shklyaev, V. S.; Shklyaev, Yu, V. Khim. Geterotsikl. Soedin. 1992, 1001 [Chem. Abstr. 1993, 118, 233970].
150 Faidallah, H. M.; Makki, M. S. I.; Basaif, S. A.; Al-Masaydi,S. B. Afinidad 1998, 55, 202 [Chem. Abstr. 1998, 129, 260431].
151 Broggini, G.; Garanti, L.; Molteni, G.; Zecchi, G. Tetrahedron 1998, 54, 14859.
152 Suzuki, T.; Kimura, K.; Watanabe, R. JP 143664,2000 [Chem. Abstr. 2000, 132, 347594].
153 Zhang, Y.; Hui, X.-P.; Dai, C.-F.; Zhang, Z.-Y.; Xu, P.-F.Chin. J. Chem. 2002, 20, 381.

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