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Pd-Catalyzed Cross-Coupling Strategies in Thiazole Chemistry: Synthesis of Arylated Thiazoles and Bithiazole Building Blocks

Organic Chemistry

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Description

Within this contribution the synthesis of anilino-substituted bithiazoles as potentially bioactive compounds is reported. The key chemical transformations in the applied synthetic strategy were Pd-catalyzed cross coupling reactions which were used for the formation of various bithiazoles. Different cross coupling methodologies were investigated. Starting from 2-thiazolamine the desired metal organyls were prepared in two steps. Besides the well documented Stille and Negishi reaction on thiazole derivatives, a new method could be established. After successful preparation of the first thiazoleboronic acid ester, Suzuki-Miyaura reactions were performed. Upon reaction with various bromo-thiazoles the desired bithiazole derivatives were obtained, whereby the Stille reaction gave the best results compared to the other two methods. Subsequently the chloro atom was used for a nucleophilic exchange reaction with aniline derivatives to give the target compounds.

Product Specifications

Format: paperback
ASIN: 3838112466
Category: Books > Subjects > Science, Nature & Maths > Chemistry > Organic Chemistry
Domain: Amazon UK
Release Date: 24 November 2009
Listed Since: 04 December 2009

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Pd-Catalyzed Cross-Coupling Strategies in Thiazole Chemistry: Synthesis of Arylated Thiazoles and Bithiazole Building Blocks

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