Radical Acylation of [1.1.1]Propellane with Aldehydes: Synthesis of Bicyclo[1.1.1]pentane Ketones

作者：Qing Li, Lin Li, Qiaoling Xu, Fei Pan · 发表于：Organic Letters · 年份：2022 · DOI：10.1021/acs.orglett.2c01707 · 被引用次数：20 · 研究领域：Radical Photochemical Reactions、Oxidative Organic Chemistry Reactions、Catalytic C–H Functionalization Methods

Bicyclo[1.1.1]pentanes (BCPs) are widely utilized in drug design as sp 3 -rich bioisosteres for tert -butyl, internal alkynes, and aryl groups. A general and mild method for radical acylation of [1.1.1]propellane with aldehydes has been developed. The protocol provides straightforward access to bicyclo[1.1.1]pentane ketones with a broad substrate scope. The synthetic utility of this methodology is demonstrated by the late-stage modification of bioactive molecules and the versatile transformation of bicyclo[1.1.1]pentane ketones, making it useful for drug discovery.