4.7 Article

Synthesis of Benzothiazoles via Photooxidative Decarboxylation of α-Keto Acids

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 362, Issue 11, Pages 2232-2237

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201901617

Keywords

Benzothiazoles; Blue LED; Decarboxylation; EDA complex; alpha-Keto acids; Photooxidative cross-coupling

Funding

  1. MHRD
  2. Council of Scientific and Industrial Research (CSIR) [02(0372)/19/EMR-II]

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Herein, synthesis of benzothiazoles via decarboxylative cross-coupling between alpha-keto acids and 2-aminothiophenols under blue LED irradiation without using any photocatalyst or metal at room temperature is described. The formation of benzothiazole is driven by the EDA (electron donor-acceptor) complex formed between alpha-keto acid and 2-aminothiophenol. This methodology gives easy access to 2-substituted and -unsubstituted benzothiazoles in moderate to good yields. alpha-Keto acids and 2-aminothiophenols bearing different functional groups were easily transformed under the given conditions.

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