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Synthesis of Thiazole and Fused Thiazolo Derivatives
Author(s) -
Urleb Uroš,
Neidlein Richard,
Kramer Walter
Publication year - 1993
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19930760127
Subject(s) - chemistry , thiazole , thiourea , bifunctional , intramolecular force , regioselectivity , nucleophile , reagent , stereochemistry , combinatorial chemistry , organic chemistry , catalysis
The syntheses of thiazole and fused thiazolo derivatives 2 – 4 , 6 – 8 , 10a – 11b , 13 – 16 from heterocylic isothiocyanates 1 , 5 , 9 , and 12 bearing an ortho ester group and bifunctional reagents, such as substituted propargylamines, is described. Different regioselectivity of intramolecular nucleophilic attack of the thiourea S‐atom on the C C bond, resulting in the formation of both thiazolo and thiazino derivatives, as well as NMR structure elucidation are discussed.