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Cobalt(II)-Catalyzed Intermolecular Benzylic C−H Amination with 2,2,2-Trichloroethoxycarbonyl Azide (TrocN3)

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journal contribution
posted on 25.01.2010, 00:00 by Hongjian Lu, Velusamy Subbarayan, Jingran Tao, X. Peter Zhang
2,2,2-Trichloroethoxycarbonyl azide (TrocN3) is an effective nitrene source for cobalt(II)-catalyzed intermolecular nitrene insertion of C−H bonds. Among different metalloporphyrins studied, Co(II)(TPP) was shown to be a competent catalyst for the selective amination of various benzylic C−H bonds under mild conditions without the need of other reagents or additives, forming the desired Troc-protected amines in moderate to high yields with nitrogen gas as the only byproduct.