Visible-Light-Accelerated Copper-Catalyzed [3+2] Cycloaddition ofN-Tosylcyclopropylamines with Alkynes/Alkenes

Copper-catalyzed [3 + 2] cycloadditions ofN-tosylcyclopropylamine with alkynes and alkenes have beenaccomplished under visible light irradiation. The developedapproach is compatible with a range of functionalities and allowsthe synthesis of diversified aminated cyclopentene and cyclo-pentane derivatives being relevant for drug synthesis. The protocolis operationally simple and economically affordable as it does notrequire any ligand, base, or additives. As the key step, the one-electron oxidation of theN-tosyl moiety by visible light-inducedhomolysis of a transient Cu(II)-tosylamide complex is proposed, providing a facile entry forN-centered radicals.