PhI(OAc)(2) induced intramolecular oxidative bromocyclization of homoallylic sulfonamides with KBr as the bromine source

作者:Fan Renhua*; Wen Fengqi; Qin Luoheng; Pu Dongming; Wang Bing
来源:Tetrahedron Letters, 2007, 48(42): 7444-7447.
DOI:10.1016/j.tetlet.2007.08.085

摘要

(Diacetoxyiodo)benzene (Phl(OAc)(2)) was found to be a powerful reagent to induce the intramolecular oxidative bromocyclization of homoallylic sulfonamides utilizing KBr as the bromine source. The reaction affords 2-substituted-4-bromo-pyrrolidines in moderate to excellent yields under a mild metal-free condition, and offers good manipulability by avoiding the use of highly toxic and caustic bromine (Br-2).