Liu Qiang, Zhang Chao-Shen, Sheng He, Enders Dieter, Wang Zhi-Xiang, Chen Xiang-Yu
School of Chemical Sciences, University of the Chinese Academy of Sciences, Beijing 100049, China.
Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany.
Org Lett. 2020 Jul 17;22(14):5617-5621. doi: 10.1021/acs.orglett.0c01984. Epub 2020 Jul 7.
The Boekelheide rearrangement is often employed for the oxy-functionalization of alkyl groups in the 2-position of pyridines, yet the corresponding alkylation reaction has so far not been realized since 1954. -Alkenoxypyridinium functionalization has been widely applied to synthesize various carbonyl compounds by only using the carbonyl unit. Herein, we describe a simple yet efficient alkylation of -alkenoxypyridiniums through the Boekelheide reaction for the synthesis of β-2-pyridyl alkyl ketones.
博克尔海德重排反应常用于吡啶2-位烷基的氧官能化，但自1954年以来，相应的烷基化反应尚未实现。β-烯氧基吡啶鎓官能化已被广泛应用于仅通过羰基单元合成各种羰基化合物。在此，我们描述了一种通过博克尔海德反应对β-烯氧基吡啶鎓进行简单而有效的烷基化反应，用于合成β-2-吡啶基烷基酮。
