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Simple Access to 2,5-Disubstituted Thiazoles via Cyclisation of N-Substituted α-Amino Acids
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We report a mild, metal-free synthesis of 2,5-disubstituted thiazoles from readily available N-substituted α- amino acids. The reaction proceeds via carboxylic acid activation with thionyl chloride, followed by intramolecular cyclisation and in situ sulfoxide deoxygenation, affording the target thiazoles in excellent yields. This transition-metal-free, robust, and scalable protocol enables access to a broad range of 2,5-disubstituted thiazoles, bypassing the need for complex reagents and significantly simplifying their synthesis.
American Chemical Society (ACS)
Title: Simple Access to 2,5-Disubstituted Thiazoles via Cyclisation of N-Substituted α-Amino Acids
Description:
We report a mild, metal-free synthesis of 2,5-disubstituted thiazoles from readily available N-substituted α- amino acids.
The reaction proceeds via carboxylic acid activation with thionyl chloride, followed by intramolecular cyclisation and in situ sulfoxide deoxygenation, affording the target thiazoles in excellent yields.
This transition-metal-free, robust, and scalable protocol enables access to a broad range of 2,5-disubstituted thiazoles, bypassing the need for complex reagents and significantly simplifying their synthesis.
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