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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
Author(s) -
Dalmal Tulshiram,
Appalanaidu K.,
Kosurkar Umesh B.,
Jagadeesh Babu N.,
Kumbhare Ravindra M.
Publication year - 2014
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201301710
Subject(s) - chemistry , thiourea , trifluoromethyl , aryl , combinatorial chemistry , component (thermodynamics) , organic chemistry , primary (astronomy) , alkyl , physics , astronomy , thermodynamics
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.