4.7 Article

Synthesis of 2-Thio-Substituted-Benzothiazoles via a Domino Condensation/S-Arylation/Heterocyclization Process

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JOURNAL OF ORGANIC CHEMISTRY
卷 76, 期 10, 页码 4200-4204

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AMER CHEMICAL SOC
DOI: 10.1021/jo200535e

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  1. Chinese Academy of Sciences
  2. National Natural Science Foundation of China [20621062, 20872156]

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Condensation of carbon disulfide with thiols in the presence of K(2)CO(3) generates carbonotrithioate salts in situ, which undergo coupling with 2-iodoanilines and subsequent intramolecular condensation and elimination under assistance of CuBr to afford 2-thio-substituted benzothiazoles. Both aliphatic and aromatic thiols are compatible with this process, delivering the corresponding heterocycles with good diversity.

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