Formation of 1,4,2-Dithiazolidines or 1,3-Thiazetidines from 1,1-Dichloro-2-nitroethene and Phenylthiourea Derivatives

A method for preparation of 1,4,2-dithiazolidine or 1,3-thiazetidine heterocycles was developed by reactions of phenylthioureas with 1,1-dichloro-2-nitroethene. The solvent has a significant influence on the type of product formation. 1,4,2-Dithiazolidines were formed in the aprotic solvent chlorofo...

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Veröffentlicht in:Journal of organic chemistry 2016-11, Vol.81 (21), p.10321-10327
Hauptverfasser: Feng, Yian, Zou, Minming, Song, Runjiang, Shao, Xusheng, Li, Zhong, Qian, Xuhong
Format: Artikel
Sprache:eng
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Zusammenfassung:A method for preparation of 1,4,2-dithiazolidine or 1,3-thiazetidine heterocycles was developed by reactions of phenylthioureas with 1,1-dichloro-2-nitroethene. The solvent has a significant influence on the type of product formation. 1,4,2-Dithiazolidines were formed in the aprotic solvent chloroform, while in the protic solvent ethanol, 1,3-thiazetidines were the main products.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.6b01307