Cobalt (II) complexes of porphyrins are effective catalysts for intramolecular nitrene insertion of C—H bonds with arylsulfonyl azides. The cobalt-catalyzed process can proceed efficiently under mild and neutral conditions in low catalyst loading without the need of other reagents or additives, generating nitrogen gas as the only byproduct. Using the simple tetraphenylporphyrin (TPP) as the ligand, the cobalt-catalyzed intramolecular amidation can be applied to primary, secondary, and tertiary C—H bonds and suitable for a broad range of arylsulfonyl azides, leading to the syntheses of various benzosultam derivatives in excellent yields
Intramolecular insertion of arylsulfonylnitrenes into aliphatic side chains
作者:Rudolph A. Abramovitch、Therinadar Chellathurai、William D. Holcomb、Ian T. McMaster、Danny P. Vanderpool
DOI:10.1021/jo00437a030
日期:1977.8
ABRAMOVITCH R. A.; CHELLATHURAI T.; HOLOCOMB W. D.; MCMASTER I. T.; VANDE+, J. ORG. CHEM. <JOCE-AH>, 1977, 42, NO 17, 2920-2926
作者:ABRAMOVITCH R. A.、 CHELLATHURAI T.、 HOLOCOMB W. D.、 MCMASTER I. T.、 VANDE+
DOI:——
日期:——
US7956193B2
申请人:——
公开号:US7956193B2
公开(公告)日:2011-06-07
Cobalt-Catalyzed Intramolecular C−H Amination with Arylsulfonyl Azides
作者:Joshua V. Ruppel、Rajesh M. Kamble、X. Peter Zhang
DOI:10.1021/ol702265h
日期:2007.11.1
C-H amination with arylsulfonylazides. The cobalt-catalyzed process can proceed efficiently under mild and neutral conditions in low catalyst loading without the need of other reagents or additives, generating nitrogen gas as the only byproduct. The catalytic system can be applied to primary, secondary, and tertiary C-H bonds and is suitable for a broad range of arylsulfonylazides, leading to high-yielding