Tetrahedron

Indium-mediated one-pot synthesis of benzoxazoles or oxazoles from 2-nitrophenols or 1-aryl-2-nitroethanones

JJ Lee, J Kim, YM Jun, BM Lee, BH Kim

Index: Lee, Jung June; Kim, Jihye; Jun, Young Moo; Lee, Byung Min; Kim, Byeong Hyo Tetrahedron, 2009 , vol. 65, # 43 p. 8821 - 8831

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Citation Number: 41

Abstract

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 indium/AcOH in acetonitrile transformed into the ...