Aerobic Synthesis of Pyrroles and Dihydropyrroles from Imines: Palladium(II)-Catalyzed Intramolecular C[BOND]H Dehydrogenative Cyclization

Authors


  • We thank Karl Collins for helpful discussions. This work was supported by the Alexander von Humboldt Foundation (Z.S.) and the International NRW Graduate School of Chemistry (M.S.). Generous financial support by the European Research Council under the European Community’s Seventh Framework Program (FP7 2007-2013)/ERC Grant agreement no. 25936 is gratefully acknowledged.

Abstract

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sp3ectacularly mild! An efficient PdII-catalyzed intramolecular dehydrogenative cyclization of imines affords (dihydro)pyrrole products using molecular oxygen as the sole oxidant. This mild formal sp3-C[BOND]H functionalization allows rapid and atom-economical assembly of (dihydro)pyrrole rings from inexpensive and readily available allylamines and ketones. A broad range of functional groups are tolerated.

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