Transition-Metal-Free Regioselective Alkylation of Pyridine N-Oxides Using 1,1-Diborylalkanes as Alkylating Reagents

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• 作者：Woohyun Jo ; Junghoon Kim ; Seoyoung Choi and Prof. Dr. Seung Hwan Cho
• 刊名：Angewandte Chemie International Edition
• 出版年：2016
• 出版时间：August 8, 2016
• 年：2016
• 卷：55
• 期：33
• 页码：9690-9694
• 全文大小：796K
• ISSN：1521-3773

文摘

Reported herein is an unprecedented base-promoted deborylative alkylation of pyridine N-oxides using 1,1-diborylalkanes as alkyl sources. The reaction proceeds efficiently for a wide range of pyridine N-oxides and 1,1-diborylalkanes with excellent regioselectivity. The utility of the developed method is demonstrated by the sequential C−H arylation and methylation of pyridine N-oxides. The reaction also can be applied for the direct introduction of a methyl group to 9-O-methylquinine N-oxide, thus it can serve as a powerful method for late-stage functionalization.