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Synthesis of 2-thio-substituted benzothiazoles via a domino condensation/S-arylation/heterocyclization process.

JOURNAL OF ORGANIC CHEMISTRY(2011)

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摘要
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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Thiolation
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