Direct Diazoarylation of [1.1.1]Propellane with Arenediazonium Salts: A Modular Assembly of Arylated Diazo Bicyclo[1.1.1]pentanes.

A mild and concise diazoarylation of [1.1.1]propellane is described, which provides a modular approach to arylated diazo bicyclopentanes (BCPs). This reaction proceeds smoothly under basic conditions without requiring other additives or catalysts. The substrate scope shows that various electron-withdrawing and electron-donating groups are tolerated, and the subsequent modifications provide a novel avenue for assembling arylamino-BCP analogs.