Dihaloiodoarenes: alpha,alpha-Dihalogenation of Phenylacetate Derivatives

作者:Tao Jason; Tran Richard; Murphy Graham K*
来源:Journal of the American Chemical Society, 2013, 135(44): 16312-16315.
DOI:10.1021/ja408678p

摘要

A hypervalent iodine reagent-based alpha-carbonyl dihalogenation reaction is reported. Treating diazoacetate derivatives with either iodobenzene dichloride or iodotoluene difluoride results in gem-dichlorination or gem-difluorination products, respectively. The reaction is catalyzed by either Lewis acid or Lewis base activation of the aryl-lambda(3)-iodane (ArIX2) species and proceeds rapidly and chemoselectively to the desired gem-difunctionalized products in good to excellent yield.

  • 出版日期2013-11-6