All??Carbon??Substituted Quaternary Carbon Atoms in Oxindoles by an Aerobic Palladium (II)??Catalyzed Ring Closure onto Tri??and Tetrasubstituted Double Bonds

JA Schiffner, M Oestreich

Index: Schiffner, Julia A.; Oestreich, Martin European Journal of Organic Chemistry, 2011 , # 6 p. 1148 - 1154

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Citation Number: 8

Abstract

Abstract Oxidative palladium (II)-catalyzed cyclization of α, β-unsaturated amides derived from electron-rich anilines is reported. The aerobic ring closure of tri-and tetrasubstituted alkenes yields oxindoles with congested all-carbon-substituted quaternary carbon atoms. The ring-size selectivity is excellent. Selected unsymmetrically substituted arenes cyclize with perfect regioselectivity. Experimental evidence indicates that the mechanism is likely ...