Synthesis

Novel Syntheses of Variably Substituted Pyrrolo [2, 3-d] thiazoles

H Koolman, T Heinrich, M Reggelin

Index: Koolman, Hannes; Heinrich, Timo; Reggelin, Michael Synthesis, 2010 , # 18 p. 3152 - 3162

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Abstract

Abstract Pyrrolo [2, 3-d] thiazoles are conveniently derived from the corresponding o- aminoalkynylthiazoles via microwave assisted 5-endo-dig cyclization. Methylene-bridged substituents in the 6-position are directly obtained from 5-exo-Heck cyclization based on the same iodoaminothiazole precursor. Further structural variety is accessible via Suzuki reaction of 2-chloroaminothiazoles prior to cyclization or post-cyclization modifications.