Synthesis of N-substituted thiazolidines and dihydrobenzothiazoles

被引：0
|
作者：
Katritzky, Alan R. [1 ]
Singh, Sandeep K. [1 ]
He, Hai-Ying [1 ]
机构：
[1] Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, FL 32611-7200, United States
来源：
Synthesis | 2002年 / 12期
关键词：
Nucleophilic substitutions;
D O I：
10.1055/s-2002-33636
中图分类号：
学科分类号：
摘要：
Ethyl (4R)-3-(1H-1,2,3-benzotriazol-1-ylmethyl)-1,3-thiazolane-4-carboxylate (6) and 1-[1,3-benzothiazol-3(2H)-ylmethyl]-1H-1,2,3-benzotriazole (8) were readily prepared by reactions of L-cysteine ethyl ester hydrochloride and 1-aminothiophenol with benzotriazole and formaldehyde, respectively, Chiral thiazolidine esters 7a-c were obtained by reactions of intermediate 6 with organozinc derivatives. Nucleophilic substitutions of 8 with Grignard reagents gave N-substituted dihydrobenzothiazoles 9a-c.
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页码：1646 / 1648
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