Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (9): 3682-3691.DOI: 10.6023/cjoc202104005 Previous Articles Next Articles
ARTICLES
南光明a, 詹靖波a, 原春鸣a, 文丽荣b,*(), 李明a,b,*()
收稿日期:
2021-04-02
修回日期:
2021-05-26
发布日期:
2021-06-17
通讯作者:
文丽荣, 李明
基金资助:
Guangming Nana, Jingbo Zhana, Chunming Yuana, Lirong Wenb(), Ming Lia,b()
Received:
2021-04-02
Revised:
2021-05-26
Published:
2021-06-17
Contact:
Lirong Wen, Ming Li
Supported by:
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Guangming Nan, Jingbo Zhan, Chunming Yuan, Lirong Wen, Ming Li. NEt3-Promoted Construction of Functionalized 4H-Chromenes via [4+2] Cycloaddition Reaction of ortho-Quinone Methides with β-Ketothioamides[J]. Chinese Journal of Organic Chemistry, 2021, 41(9): 3682-3691.
Entry | n(1a)∶n(2a) | Base (equiv.) | Solvent | T/℃ | Yield/% |
---|---|---|---|---|---|
1 | 1∶1 | NEt3 (1) | EtOH | 70 | 66 |
2 | 1∶1 | — | EtOH | 70 | Trace |
3 | 1∶1 | DIPEA (1) | EtOH | 70 | 60 |
4 | 1∶1 | DABCO (1) | EtOH | 70 | 57 |
5 | 1∶1 | DBU (1) | EtOH | 70 | Trace |
6 | 1∶1 | DMAP (1) | EtOH | 70 | 65 |
7 | 1∶1 | Pyridine (1) | EtOH | 70 | 35 |
8 | 1∶1 | PPh3 (1) | EtOH | 70 | 32 |
9 | 1∶1 | K2CO3 (1) | EtOH | 70 | Trace |
10 | 1∶1 | NEt3 (0.5) | EtOH | 70 | 77 |
11 | 1∶1 | NEt3 (0.2) | EtOH | 70 | 72 |
12 | 1∶1 | NEt3 (0.5) | — | 90 | 40 |
13 | 1∶1 | NEt3 (0.5) | HFIP | 70 | 72 |
14 | 1∶1 | NEt3 (0.5) | CH3OH | 70 | 63 |
15 | 1∶1 | NEt3 (0.5) | TFE | 70 | 65 |
16 | 1∶1 | NEt3 (0.5) | CH3CN | 70 | 65 |
17 | 1∶1 | NEt3 (0.5) | DCE | 70 | 63 |
18 | 1∶1 | NEt3 (0.5) | THF | 70 | 55 |
19 | 1∶1 | NEt3 (0.5) | Toluene | 70 | 50 |
20 | 1∶1 | NEt3 (0.5) | EtOH | 80 | 75 |
21 | 1∶1 | NEt3 (0.5) | EtOH | 60 | 69 |
22 | 1∶1.2 | NEt3 (0.5) | EtOH | 70 | 85 |
23 | 1.2∶1 | NEt3 (0.5) | EtOH | 70 | 75 |
24 | 1∶1.5 | NEt3 (0.5) | EtOH | 70 | 84 |
25c | 1∶1.2 | NEt3 (0.5) | EtOH | 70 | 72 |
Entry | n(1a)∶n(2a) | Base (equiv.) | Solvent | T/℃ | Yield/% |
---|---|---|---|---|---|
1 | 1∶1 | NEt3 (1) | EtOH | 70 | 66 |
2 | 1∶1 | — | EtOH | 70 | Trace |
3 | 1∶1 | DIPEA (1) | EtOH | 70 | 60 |
4 | 1∶1 | DABCO (1) | EtOH | 70 | 57 |
5 | 1∶1 | DBU (1) | EtOH | 70 | Trace |
6 | 1∶1 | DMAP (1) | EtOH | 70 | 65 |
7 | 1∶1 | Pyridine (1) | EtOH | 70 | 35 |
8 | 1∶1 | PPh3 (1) | EtOH | 70 | 32 |
9 | 1∶1 | K2CO3 (1) | EtOH | 70 | Trace |
10 | 1∶1 | NEt3 (0.5) | EtOH | 70 | 77 |
11 | 1∶1 | NEt3 (0.2) | EtOH | 70 | 72 |
12 | 1∶1 | NEt3 (0.5) | — | 90 | 40 |
13 | 1∶1 | NEt3 (0.5) | HFIP | 70 | 72 |
14 | 1∶1 | NEt3 (0.5) | CH3OH | 70 | 63 |
15 | 1∶1 | NEt3 (0.5) | TFE | 70 | 65 |
16 | 1∶1 | NEt3 (0.5) | CH3CN | 70 | 65 |
17 | 1∶1 | NEt3 (0.5) | DCE | 70 | 63 |
18 | 1∶1 | NEt3 (0.5) | THF | 70 | 55 |
19 | 1∶1 | NEt3 (0.5) | Toluene | 70 | 50 |
20 | 1∶1 | NEt3 (0.5) | EtOH | 80 | 75 |
21 | 1∶1 | NEt3 (0.5) | EtOH | 60 | 69 |
22 | 1∶1.2 | NEt3 (0.5) | EtOH | 70 | 85 |
23 | 1.2∶1 | NEt3 (0.5) | EtOH | 70 | 75 |
24 | 1∶1.5 | NEt3 (0.5) | EtOH | 70 | 84 |
25c | 1∶1.2 | NEt3 (0.5) | EtOH | 70 | 72 |
[1] |
(a) Pratap, R.; Ram, V. J. Chem. Rev. 2014, 114, 10476.
doi: 10.1021/cr500075s pmid: 11828478 |
(b) Horton, D. A.; Bourne, G. T.; Smythe, M. L. Chem. Rev. 2003, 103, 893.
doi: 10.1021/cr020033s pmid: 11828478 |
|
(c) Lu, Z.-Y.; Lin, Z.-J.; Wang, W.-L.; Du, L.; Zhu, T.-J.; Fang, Y.-C.; Gu, Q.-Q.; Zhu, W.-M. J. Nat. Prod. 2008, 71, 543.
doi: 10.1021/np0704708 pmid: 11828478 |
|
(d) Costa, M.; Dias, T. A.; Brito, A.; Proença, F. Eur. J. Med. Chem. 2016, 123, 487.
doi: 10.1016/j.ejmech.2016.07.057 pmid: 11828478 |
|
(e) Das, S. G.; Srinivasan, B.; Hermanson, D. L.; Bleeker, N. P.; Doshi, J. M.; Tang, R.; Beck, W. T.; Xing, C. J. Med. Chem. 2011, 54, 5937.
pmid: 11828478 |
|
(f) Nicolaou, K. C.; Roecker, A. J.; Barluenga, S.; Pfefferkorn, J. A.; Cao, G.-Q. ChemBioChem 2001, 2, 460.
pmid: 11828478 |
|
[2] |
(a) Zhang, Z.; ElSohly, H. N.; Li, X.-C.; Khan, S. I.; Broedel, S. E.; Raulli, R. E.; Cihlar, R. L.; Burandt, C.; Walker, L. A. J. Nat. Prod. 2003, 66, 548.
doi: 10.1021/np020442j |
(b) Hufford, C. D.; Oguntimein, B. O.; Engen, D. V.; Muthard, D.; Clardy, J. J. Am. Chem. Soc. 1980, 102, 7365.
doi: 10.1021/ja00544a037 |
|
[3] |
(a) Azziz, R.; Ehrmann, D.; Legro, R. S.; Whitcomb, R. W.; Hanley, R.; Fereshetian, A. G.; O'Keefe, M.; Ghazzi, M. N. J. Clin. Endocrinol. Metab. 2001, 86, 1626.
|
(b) Yaghoub, P.; Fatemeh, Z.; Khalil, E.; Mahshid, T.; Laleh, M.; Mahnaz, A.; Arash, K.; Reza, S.; Ehsan, F.-M.; Ali, A. J. Nanosci. Nanotechnol. 2020, 20, 3206.
doi: 10.1166/jnn.2020.17396 |
|
[4] |
Das, S. G.; Doshi, J. M.; Tian, D.; Addo, S. N.; Srinivasan, B.; Hermanson, D. L.; Xing, C. J. Med. Chem. 2009, 52, 5937.
doi: 10.1021/jm9005059 |
[5] |
Chansakaow, S.; Ishikawa, T.; Seki, H.; Sekine, K.; Okada, M.; Chaichantipyuth, C. J. Nat. Prod. 2000, 63, 173.
pmid: 10691701 |
[6] |
(a) Tian, D.; Das, S. G.; Doshi, J. M.; Peng, J.; Lin, J.; Xing, C. Cancer Lett. 2008, 259, 198.
doi: 10.1016/j.canlet.2007.10.012 |
(b) Gourdeau, H.; Leblond, L.; Hamelin, B.; Desputeau, C.; Dong, K.; Kianicka, I.; Custeau, D.; Boudreau, C.; Geerts, L.; Cai, S.-X.; Drewe, J.; Labrecque, D.; Kasibhatla, S.; Tseng, B. Mol. Cancer Ther. 2004, 3, 1375.
|
|
[7] |
(a) Groweiss, A.; Cardellina, J. H.; Boyd, M. R. J. Nat. Prod. 2000, 63, 1537.
pmid: 11302799 |
(b) Sabry, N. M.; Mohamed, H. M.; Khattab, E. S. A.; Motlaq, S. S.; El-Agrody, A. M. Eur. J. Med. Chem. 2011, 46, 765.
doi: 10.1016/j.ejmech.2010.12.015 pmid: 11302799 |
|
(c) Creagh, T.; Ruckle, J. L.; Tolbert, D. T.; Giltner, J.; Eiznhamer, D. A.; Dutta, B.; Flavin, M. T.; Xu, Z.-Q. Antimicrob. Agents Chemother. 2001, 45, 1379.
pmid: 11302799 |
|
[8] |
(a) Bonsignore, L.; Loy, G.; Secci, D.; Calignano, A. Eur. J. Med. Chem. 1993, 28, 517.
doi: 10.1016/0223-5234(93)90020-F pmid: 19232450 |
(b) Alvey, L.; Prado, S.; Saint-Joanis, B.; Michel, S.; Koch, M.; Cole, S. T.; Tillequin, F.; Janin, Y. L. Eur. J. Med. Chem. 2009, 44, 2497.
doi: 10.1016/j.ejmech.2009.01.017 pmid: 19232450 |
|
[9] |
Santhisudha, S.; Sreekanth, T.; Murali, S.; Kumar, B. V.; Devi, M. A.; Reddy, C. S. Cardiovasc. Hematol. Agents Med. Chem. 2016, 14, 167.
doi: 10.2174/1871525714666161205101225 |
[10] |
Mori, K.; Audran, G.; Monti, H. Synlett 1998, 259.
|
[11] |
Pietta, P.-G. J. Nat. Prod. 2000, 63, 1035.
pmid: 10924197 |
[12] |
(a) Shi, Y.-L.; Shi, M. Org. Biomol. Chem. 2007, 5, 1499.
doi: 10.1039/B618984A pmid: 20446707 |
(b) Mei, G.-J.; Xu, S.-L.; Zheng, W.-Q.; Bian, C.-Y.; Shi, F. J. Org. Chem. 2018, 83, 1414.
doi: 10.1021/acs.joc.7b02942 pmid: 20446707 |
|
(c) Wang, M.; Tang, B.-C.; Xiang, J.-C.; Cheng, Y.; Wang, Z.-X.; Ma, J.-T.; Wu, Y.-D.; Wu, A.-X. J. Org. Chem. 2018, 83, 3409.
doi: 10.1021/acs.joc.8b00126 pmid: 20446707 |
|
(d) Xu, W.; Li, Q.; Wang, W.; Zheng, H.; Zhang, F.; Hu, Y. RSC Adv. 2015, 5, 56333.
doi: 10.1039/C5RA11333D pmid: 20446707 |
|
(e) Bhunia, A.; Yetra, S. R.; Gonnade, R. G.; Biju, A. T. Org. Biomol. Chem. 2016, 14, 5612.
doi: 10.1039/c6ob00654j pmid: 20446707 |
|
(f) Ma, C.; Zhao, Y. Org. Biomol. Chem. 2018, 16, 703.
doi: 10.1039/C7OB02941A pmid: 20446707 |
|
(g) Wu, B.; Gao, X.; Yan, Z.; Chen, M.-W.; Zhou, Y.-G. Org. Lett. 2015, 17, 6134.
doi: 10.1021/acs.orglett.5b03148 pmid: 20446707 |
|
(h) Tahtaoui, C.; Demailly, A.; Guidemann, C.; Joyeux, C.; Schneider, P. J. Org. Chem. 2010, 75, 3781.
doi: 10.1021/jo100566c pmid: 20446707 |
|
[13] |
(a) Zhang, L.; Dong, J.; Xu, X.; Liu, Q. Chem. Rev. 2016, 116, 287.
doi: 10.1021/acs.chemrev.5b00360 pmid: 25322460 |
(b) Guo, W.-S.; Wen, L.-R.; Li, M. Org. Biomol. Chem. 2015, 13, 1942.
doi: 10.1039/C4OB02024C pmid: 25322460 |
|
(c) Luo, X.; Ge, L.-S.; An, X.-L.; Jin, J.-H.; Wang, Y.; Sun, P.-P.; Deng, W.-P. J. Org. Chem. 2015, 80, 4611.
doi: 10.1021/acs.joc.5b00488 pmid: 25322460 |
|
(d) Singh, M. S.; Nandi, G. C.; Samai, S. Green Chem. 2012, 14, 447.
doi: 10.1039/c1gc16129f pmid: 25322460 |
|
(e) Huang, F.; Wu, P.; Wang, L.; Chen, J.; Sun, C.; Yu, Z. J. Org. Chem. 2014, 79, 10553.
doi: 10.1021/jo5014542 pmid: 25322460 |
|
(f) Huang, F.; Wu, P.; Wang, L.; Chen, J.; Sun, C. Yu, Z. Chem. Commun. 2014, 50, 12479.
doi: 10.1039/C4CC05837B pmid: 25322460 |
|
(g) Nandi, G. C.; Soumini, K. J. Org. Chem. 2016, 81, 11909.
doi: 10.1021/acs.joc.6b02367 pmid: 25322460 |
|
(h) Nandi, G. C.; Singh, M. S. J. Org. Chem. 2016, 81, 5824.
doi: 10.1021/acs.joc.6b00342 pmid: 25322460 |
|
(i) Ansari, M. A.; Yadav, D.; Soni, S.; Srivastava, A.; Singh, M. S. J. Org. Chem. 2019, 84, 5404.
doi: 10.1021/acs.joc.9b00406 pmid: 25322460 |
|
[14] |
Wen, L.-R.; Men, L.-B.; He, T.; Ji, G.-J.; Li, M. Chem.-Eur. J. 2014, 20, 5028.
doi: 10.1002/chem.201304497 pmid: 24643848 |
[15] |
Man, N.-N.; Wang, J.-Q.; Zhang, L.-M.; Wen, L.-R.; Li, M. J. Org. Chem. 2017, 82, 5566.
doi: 10.1021/acs.joc.7b00371 |
[16] |
Guo, W.-S.; Xin, X.; Zhao, K.-L.; Wen, L.-R.; Li, M. RSC Adv. 2015, 5, 70429.
doi: 10.1039/C5RA13395E |
[17] |
Li, M.; Hou, Y.-L.; Wen, L.-R.; Gong, F.-M. J. Org. Chem. 2010, 75, 8522.
doi: 10.1021/jo101902z |
[18] |
(a) Zhao, K.; Zhi, Y.; Shu, T.; Valkonen, A.; Rissanen, K.; Enders, D. Angew. Chem., Int. Ed. 2016, 55, 12104.
doi: 10.1002/anie.201606947 |
(b) Wang, J.-Y.; Hao, W.-J.; Tu, S.-J.; Jiang, B. Org. Chem. Front. 2020, 7, 1743.
doi: 10.1039/D0QO00387E |
|
(c) Mao, W.; Lin, S.; Zhang, S.; Lu, H.; Jia, J.; Xu, Z. Org. Chem. Front. 2020, 7, 856.
doi: 10.1039/D0QO00022A |
|
(d) Zhou, S.-J.; Cheng, X.; Hu, C.-X.; Xu, G.-Y.; Xiao, W.-J.; Xuan, J. Sci. China: Chem. 2021, 64, 61.
|
|
[19] |
For examples on [4+1] cyclizations of o-hydroxyphenyl substituted p-QMs: (a) Xiong, Y.-J.; Shi, S.-Q.; Hao, W.-J.; Tu, S.-J.; Jiang, B. Org. Chem. Front. 2018, 5, 3483.
doi: 10.1039/C8QO00950C pmid: 31490078 |
(b) Liu, L.; Yuan, Z.; Pan, R.; Zeng, Y.; Lin, A.; Yao, H.; Huang, Y. Org. Chem. Front. 2018, 5, 623.
doi: 10.1039/C7QO00846E pmid: 31490078 |
|
(c) Zhi, Y.; Zhao, K.; Essen, C.; Rissanen, K.; Enders, D. Org. Chem. Front. 2018, 5, 1348.
doi: 10.1039/C8QO00008E pmid: 31490078 |
|
(d) Liou, Y.-C.; Karanam, P.; Jang, Y.-J.; Lin, W. Org. Lett. 2019, 21, 8008.
doi: 10.1021/acs.orglett.9b03001 pmid: 31490078 |
|
(e) Tan, J.-P.; Yu, P.; Wu, J.-H.; Chen, Y.; Pan, J.; Jiang, C.; Ren, X.; Zhang, H.-S.; Wang, T. Org. Lett. 2019, 21, 7298.
doi: 10.1021/acs.orglett.9b02560 pmid: 31490078 |
|
[20] |
For examples on [4+3] cyclizations of o-hydroxyphenyl substituted p-QMs: (a) Chen, K.; Hao, W.-J.; Tu, S.-J.; Jiang, B. Green Chem. 2019, 21, 675.
doi: 10.1039/c8gc03593h |
(b) Li, W.; Yuan, H.; Liu, Z.; Zhang, Z.; Cheng, Y.; Li, P. Adv. Synth. Catal. 2018, 360, 2460.
doi: 10.1002/adsc.v360.13 |
|
(c) Liu, Q.; Li, S.; Chen, X.-Y.; Rissanen, K.; Enders, D. Org. Lett. 2018, 20, 3622.
doi: 10.1021/acs.orglett.8b01400 |
|
(d) Jiang, F.; Yuan, F.-R.; Jin, L.-W.; Mei, G.-J.; Shi, F. ACS Catal. 2018, 8, 10234.
doi: 10.1021/acscatal.8b03410 |
|
(e) Sun, M.; Ma, C.; Zhou, S.-J.; Lou, S.-F.; Xiao, J.; Jiao, Y.; Shi, F. Angew. Chem., Int. Ed. 2019, 58, 8703.
doi: 10.1002/anie.v58.26 |
|
[21] |
For examples on [4+2] cyclizations of o-hydroxyphenyl substituted p-QMs: (a) Liu, S.; Lan, X.-C.; Chen, K.; Hao, W.-J.; Li, G.; Tu, S.-J.; Jiang, B. Org. Lett. 2017, 19, 3831.
doi: 10.1021/acs.orglett.7b01705 pmid: 28991314 |
(b) Zhang, L.; Liu, Y.; Liu, K.; Liu, Z.; He, N.; Li, W. Org. Biomol. Chem. 2017, 15, 8743.
doi: 10.1039/c7ob02325a pmid: 28991314 |
|
(c) Zhang, Z.-P.; Xie, K.-X.; Yang, C.; Li, M.; Li, X. J. Org. Chem. 2018, 83, 364.
doi: 10.1021/acs.joc.7b02750 pmid: 28991314 |
|
(d) Mei, G.-J.; Xu, S.-L.; Zheng, W.-Q.; Bian, C.-Y.; Shi, F. J. Org. Chem. 2018, 83, 1414.
doi: 10.1021/acs.joc.7b02942 pmid: 28991314 |
|
(e) Jiang, X.-L.; Wu, S.-F.; Wang, J.-R.; Mei, G.-J.; Shi, F. Adv. Synth. Catal. 2018, 360, 4225.
doi: 10.1002/adsc.v360.21 pmid: 28991314 |
|
(f) Zhou, J.-Y.; Ma, C.; Zhang, Y.-Z.; Wu, Q.; Shi, F. Org. Biomol. Chem. 2018, 16, 9382.
doi: 10.1039/C8OB02776E pmid: 28991314 |
|
(g) Satbhaiya, S.; Khonde, N. S.; Rathod, J.; Gonnade, R.; Kumar, P. Eur. J. Org. Chem. 2019, 3127.
pmid: 28991314 |
|
(h) Huang, H.-M.; Wu, X.-Y.; Leng, B.-R.; Zhu, Y.-L.; Meng, X.-C.; Hong, Y.; Jiang, B.; Wang, D.-C. Org. Chem. Front. 2020, 7, 414.
doi: 10.1039/C9QO01343A pmid: 28991314 |
|
(i) Zhang, J.-R.; Jin, H.-S.; Wang, R.-B.; Zha, L.-M. Adv. Synth. Catal. 2019, 361, 4811.
doi: 10.1002/adsc.v361.20 pmid: 28991314 |
|
(j) Yuan, F.-R.; Jiang, F.; Chen, K.-W.; Mei, G.-J.; Wu, Q.; Shi, F. Org. Biomol. Chem. 2019, 17, 2361.
doi: 10.1039/C8OB02979B pmid: 28991314 |
|
(k) Tan, J.-P.; Zhang, H.; Jiang, Z.; Chen, Y.; Ren, X.; Jiang, C.; Wang, T. Adv. Synth. Catal. 2020, 362, 1058.
doi: 10.1002/adsc.201901413 pmid: 28991314 |
|
(l) Cheng, X.; Zhou, S.-J.; Xu, G.-Y.; Wang, L.; Yang, Q.-Q.; Xuan, J. Adv. Synth. Catal. 2020, 362, 523.
doi: 10.1002/adsc.v362.3 pmid: 28991314 |
|
(m) Zhang, Z.-P.; Chen, L.; Li, X.; Cheng, J.-P. J. Org. Chem. 2018, 83, 2714.
doi: 10.1021/acs.joc.7b03177 pmid: 28991314 |
|
[22] |
(a) Zhao, K.; Zhi, Y.; Shu, T.; Valkonen, A.; Rissanen, K.; Enders, D. Angew. Chem., Int. Ed. 2016, 55, 12104.
doi: 10.1002/anie.201606947 |
(b) Liu, S.; Lan, X.-C.; Chen, K.; Hao, W.-J.; Li, G.; Tu, S.-J.; Jiang, B. Org. Lett. 2017, 19, 3831.
doi: 10.1021/acs.orglett.7b01705 |
|
(c) Jiang, X.-L.; Wu, S.-F.; Wang, J.-R.; Mei, G.-J.; Shi, F. Adv. Synth. Catal. 2018, 360, 4225.
doi: 10.1002/adsc.v360.21 |
|
[23] |
(a) Mei, G.-J.; Xu, S.-L.; Zheng, W.-Q.; Bian, C.-Y.; Shi, F. J. Org. Chem. 2018, 83, 1414.
doi: 10.1021/acs.joc.7b02942 |
(b) Wang, C.-S.; Cheng, Y.-C.; Zhou, J.; Mei, G.-J.; Wang, S.-L.; Shi, F. J. Org. Chem. 2018, 83, 13861.
doi: 10.1021/acs.joc.8b02186 |
|
[24] |
(a) Satbhaiya, S.; Khonde, N. S.; Rathod, J.; Gonnade, R.; Kumar, P. Eur. J. Org. Chem. 2019, 3127.
|
(b) Zhang, L.; Zhou, X.; Li, P.; Liu, Z.; Liu, Y.; Sun, Y.; Li, W. RSC Adv. 2017, 7, 39216.
doi: 10.1039/C7RA08157J |
|
(c) Cheng, Y.-C.; Wang, C.-S.; Li, T.-Z.; Gao, F.; Jiao, Y.; Shi, F. Org. Biomol. Chem. 2019, 17, 6662.
doi: 10.1039/C9OB00918C |
|
[25] |
Li, W.; Shi, Z.; Zhou, X.CN 106674178, 2017.
|
[26] |
(a) Yuan, W.-K.; Cui, T.; Liu, W.; Wen, L.-R.; Li, M. Org. Lett. 2018, 20, 1513.
doi: 10.1021/acs.orglett.8b00217 pmid: 30821152 |
(b) Guo, W.-S.; Gong, H.; Zhang, Y.-A.; Wen, L.-R.; Li, M. Org. Lett. 2018, 20, 6394.
doi: 10.1021/acs.orglett.8b02697 pmid: 30821152 |
|
(c) Zhang, L.-B.; Zhu, M.-H.; Ni, S.-F.; Wen, L.-R.; Li, M. ACS Catal. 2019, 9, 1680.
doi: 10.1021/acscatal.8b04933 pmid: 30821152 |
|
(d) Yuan, W.-K.; Zhu, M.-H.; Geng, R.-S.; Ren, G.-Y.; Zhang, L.-B.; Wen, L.-R.; Li, M. Org. Lett. 2019, 21, 1654.
doi: 10.1021/acs.orglett.9b00181 pmid: 30821152 |
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