Transition-Metal-Free Regioselective Alkylation of Pyridine <i>N</i>
-Oxides Using 1,1-Diborylalkanes as Alkylating Reagents
作者:Woohyun Jo、Junghoon Kim、Seoyoung Choi、Seung Hwan Cho
DOI:10.1002/anie.201603329
日期:2016.8.8
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
本文报道了使用1,1-二硼烷基烷烃作为烷基源的吡啶N-氧化物的前所未有的碱促进的脱硼烷基化反应。该反应可在多种吡啶N-氧化物和1,1-二硼烷基烷烃中高效进行,并具有出色的区域选择性。吡啶N-氧化物的顺序CH-芳基化和甲基化证明了所开发方法的实用性。该反应还可用于将甲基直接引入9-O-甲基奎宁N-氧化物,因此它可作为后期功能化的有力方法。