Co(III)-Catalyzed, Internal and Terminal Alkyne-Compatible Synthesis of Indoles

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• 作者：Shuguang Zhou ; Jinhu Wang ; Lili Wang ; Kehao Chen ; Chao Song ; Jin Zhu
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：August 5, 2016
• 年：2016
• 卷：18
• 期：15
• 页码：3806-3809
• 全文大小：374K
• 年卷期：0
• ISSN：1523-7052

文摘

A Co(III)-catalyzed, internal and terminal alkyne-compatible indole synthesis protocol is reported herein. The N-amino (hydrazine) group imparts distinct, diverse reactivity patterns for directed C–H functionalization/cyclization reactions. Notable synthetic features include regioselectivity for a meta-substituted arylhydrazine, regioselectivity for a chain-branched terminal alkyne, formal incorporation of an acetylenic unit through C2-desilylation on a C2-silylated indole derivative, formal inversion of regioselectivity through consecutive C3-derivatization and C2-desilylation processes, and formal bond migration for a linear-chain terminal alkyne.