One-Pot Synthesis of 2-Imino-4-(trifluoromethyl)thiazolidin-4-ol Derivatives in a Three-Component Reaction: Application to Structurally Diverse Scaffolds of Biological Interest Through Subsequent Reactions

A highly efficient method for the synthesis of 2‐imino‐4‐(trifluoromethyl)thiazolidin‐4‐ol derivatives has been achieved by the one‐pot, three‐component reactions of primary amines, aryl isothiocyanates, and 3‐bromo‐1,1,1‐trifluoropropanone. The reactions go via symmetrical and unsymmetrical thioure...

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Bibliographic Details
Published in:	European journal of organic chemistry Vol. 2014; no. 12; pp. 2468 - 2479
Main Authors:	Dalmal, Tulshiram, Appalanaidu, K., Kosurkar, Umesh B., Jagadeesh Babu, N., Kumbhare, Ravindra M.
Format:	Journal Article
Language:	English
Published:	Weinheim WILEY-VCH Verlag 01-04-2014 WILEY‐VCH Verlag Wiley Subscription Services, Inc
Subjects:	Cyclization Fluorine Medicinal chemistry Multicomponent reactions Nitrogen heterocycles Sulfur heterocycles
Online Access:	Get full text
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Summary:	A highly efficient method for the synthesis of 2‐imino‐4‐(trifluoromethyl)thiazolidin‐4‐ol derivatives has been achieved by the one‐pot, three‐component reactions of primary amines, aryl isothiocyanates, and 3‐bromo‐1,1,1‐trifluoropropanone. The reactions go via symmetrical and unsymmetrical thiourea intermediates. Subsequent reactions of the products allow the synthesis of various scaffolds, including isoxazoles, triazoles, and propargylamine derivatives. A one‐pot, three‐component reaction for the synthesis of 2‐imino‐4‐(trifluoromethyl)thiazolidin‐4‐ol derivatives is described. Subsequent reactions of the products allow the synthesis of various scaffolds, including isoxazoles, triazoles, and propargylamine derivatives.
Bibliography:	ark:/67375/WNG-ZK6FFTMT-F ArticleID:EJOC201301710 istex:3F5811AC17A10CE54496B25CED4E2128AD0E1FA4
ISSN:	1434-193X 1099-0690
DOI:	10.1002/ejoc.201301710