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Chinese Journal of Organic Chemistry 2010, 30(05) 703-706 DOI:
ISSN: 0253-2786 CN: 31-1321/O6 |
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Regioselectivite Synthesis, Structure and Biological Activity of Novel 2,3-Dihydro-2-substitutionalsulfonylhydrazono-3-per-O-acetylglycosyl Thiazoles |
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WANG Hao-An, LI Yu-Xin, LI Yi-Ming, WANG Su-Hua, LI Zheng-Ming |
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(State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071) |
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Abstract：
A series of novel 2,3-dihydro-2-phenylsulfonylhydrazono-3-per-O-acetylglycosyl thiazoles were designed and synthesized via reaction of the chloroacetaldehyde with 1-arylsulfonyl-4-per-O-acetylglyco- sylthiosemicarbazides, which were synthesized via condensation of per-O-acetylglycosthiocyanate with substituted phenylsulfonylhydrazines. Their chemical structures were characterized by 1H NMR, 13C NMR and elemental analysis. 1H-13C HMBC of compound 3e revealed the exclusive regioselectivity of these ring closures toward the N-4 position of the thiosemicarbazide moiety. The bioassaay data indicated that this type of novel compounds showed some herbicidal activity. |
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Keywords：
1H-13C HMBC correlation spectra
regioselectivity
2,3-dihydrothiazoles
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Received 2009-08-10 Revised 2009-10-21 Online: 2009-12-15 |
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Email: nkzml@vip.163.com;nkzml@finechembio.cn |
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