DOI: 10.1021/acs.orglett.6c03951 ISSN: 1523-7060
Iodobenzene-Catalyzed Electrophilic Cyclization of Sulfonamides: Access to Functionalized Benzo[ c ][1,2]oxazines
Huicong Xu, Xinyu Zhang, Jingye Fu, Ke Li, Weisi Guo, Lin-Bao ZhangAbstract
A mild catalytic PhI/mCPBA/TFA system promotes hypervalent-iodine-mediated polar electrophilic cyclization of N-(arylsulfonyl)-O-alkylhydroxylamines, affording functionalized benzo[c][1,2]oxazines. Chemoselective N–O hydrogenolysis of these heterocycles provides a concise, protecting-group-free route to aromatic amino alcohols.