An expedient protocol for conversion of olefins to alpha-bromo/iodoketones using IBX and NBS/NIS

作者：Moorthy Jarugu Narasimha^*; Senapati Kalyan; Singhal Nidhi

来源：Tetrahedron Letters, 2009, 50(21): 2493-2496.

DOI：10.1016/j.tetlet.2009.03.032

A variety of olefins have been shown to undergo conversion to the corresponding alpha-bromo/iodoketones when reacted with NBS/NIS and IBX in DMSO at room temperature. While the reaction is found to occur rapidly with e-rich arylolefins leading to the corresponding haloketones in 65-95% yields in 0.3-3.0 h, those containing e-withdrawing groups are found to yield diketones concomitantly, such that the latter are the exclusive products over extended duration of the reactions.

• 出版日期2009-5-27