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TBHP/KI-Promoted Annulation of Anilines, Ethers, and Elemental Sulfur: Access to 2-Aryl-, 2-Heteroaryl-, or 2-Alkyl-Substituted Benzothiazoles

Jie Zhang, Xin Zhao, Ping Liu* and Peipei Sun*

*School of Chemistry and Materials Science, Nanjing Normal University, Nanjing 210023, P. R. China, Email: pingliunjnu.edu.cn, sunpeipeinjnu.edu.cn

J. Zhang, X. Zhao, P. Liu, P. Sun, J. Org. Chem., 2019, 84, 12596-12605.

DOI: 10.1021/acs.joc.9b02145


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Abstract

A selective, TBHP/KI-promoted C-O bond cleavage of ethers followed by annulation with anilines and elemental sulfur provides a wide range of 2-aryl-, 2-heteroaryl-, and 2-alkyl-substituted benzothiazoles with satisfactory yields and good functional group compatibility under transition-metal-free conditions.

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Key Words

benzothiazoles, multicomponent reactions, TBHP


ID: J42-Y2019