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N-Indolyltriethylborate: A Useful Reagent for Synthesis of C3-Quaternary Indolenines

Aijun Lin, Jiong Yang* and Mohamed Hashim

*Department of Chemistry, Texas A&M University, College Station, Texas 77843-3255, United States, Email:

A. Lin, J. Yang, M. Hashim, Org. Lett., 2013, 15, 1950-1953.

DOI: 10.1021/ol4005992 (free Supporting Information)

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N-Indolyltriethylborate is a useful reagent for dearomatizing C3-alkylation of 3-substituted indoles with both activated and nonactivated alkyl halides to give C3-quaternary indolenines, pyrroloindolines, furoindoline, and hexahydropyridoindoline under mild reaction conditions.

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Key Words

Indoles, Indolenines

ID: J54-Y2013