螺旋桨烷
烷基
镍
磺酰
芳基
四唑
组合化学
选择性
氰化
化学
有机化学
双环分子
催化作用
作者
Weizhe Dong,Sebastian Keeß,Gary A. Molander
出处
期刊:Chem catalysis
[Elsevier]
日期:2023-05-01
卷期号:3 (5): 100608-100608
被引量:4
标识
DOI:10.1016/j.checat.2023.100608
摘要
The replacement of traditional functional groups with polycyclic scaffolds has been increasingly rewarding in medicinal chemistry programs. Over the decades, 1,3-disubstituted bicyclo[1.1.1]pentanes (BCPs) have demonstrated the potential for being competent bioisosteres for aryl-, alkyl- and alkynyl substructures. Although highly desired, mild and versatile synthetic methods to access synthetically valuable BCP-containing building blocks remain limited. Herein, a versatile way to access bridgehead substituted BCP nitriles, a useful BCP building block, is described, enabled by the unexpected selectivity of nickel in the multi-component radical cyanation. Commodity materials including carboxylic acids, amines, sulfonyl chlorides, and alkyl chlorides are engaged to provide a broad spectrum of substituted BCP nitriles in a single-step, multi-component fashion.
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