A copper-catalyzed reaction of 3-diazoindolin-2-imines with 2-(phenylamino)ethanols: convenient access to spiro[indoline-3,2′-oxazolidin]-2-imines?

Chemical Communications Pub Date: 2018-01-16 DOI: 10.1039/C7CC09488D

Abstract

3-Diazoindolin-2-imines reacted with chiral 2-(phenylamino)ethanols under copper catalysis to furnish chiral spiro[indoline-3,2′-oxazolidin]-2-imines in good yields with excellent diastereoselectivity. The reaction undergoes a copper-catalyzed cascade process involving the formation of copper carbene, C–N coupling, and C–O coupling.

Graphical abstract: A copper-catalyzed reaction of 3-diazoindolin-2-imines with 2-(phenylamino)ethanols: convenient access to spiro[indoline-3,2′-oxazolidin]-2-imines
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