Direct acetoxylation and etherification of anilides using phenyliodine bis(trifluoroacetate)

作者:Liu Huan; Wang Xuemin; Gu Yonghong*
来源:Organic and Biomolecular Chemistry, 2011, 9(5): 1614-1620.
DOI:10.1039/c0ob00749h

摘要

Treatment of various anilides with 1.5 equiv. of phenyliodine bis(trifluoroacetate) (PIFA) and 1.0 equiv. of BF(3)center dot OEt(2) in AcOH at room temperature afforded the corresponding para-acetoxylated products with high regioselectivity. In addition, this reaction could be expanded to the etherification of anilides. In the presence of 2.0 equiv. of PIFA and 2.0 equiv. of BF(3)center dot OEt(2), the reaction of anilides with alcohols provided the corresponding para-etherified products in good yields.