Indium-mediated one-pot synthesis of benzoxazoles or oxazoles from 2-nitrophenols or 1-aryl-2-nitroethanones
作者:Jung June Lee、Jihye Kim、Young Moo Jun、Byung Min Lee、Byeong Hyo Kim
DOI:10.1016/j.tet.2009.08.059
日期:2009.10
One-pot reduction-triggered heterocyclizations from 2-nitrophenols to benzoxazoles and from 1-aryl-2-nitroethanones to oxazoles were investigated. In the presence of indium/AcOH in benzene at reflux, 2-nitrophenols and R-C(OMe)(3) (R=H, Me, Ph) produced excellent yields of corresponding benzoxazoles within an hour. Similarly, 1-aryl-2-nitroethanones and Ph-C(OMe)(3) in the presence of indiurn/AcOH in acetonitrile transformed into the corresponding oxazoles with good yields. (c) 2009 Elsevier Ltd. All rights reserved.