Tetrahedron

Indium-mediated one-pot benzimidazole synthesis from 2-nitroanilines or 1, 2-dinitroarenes with orthoesters

J Kim, J Kim, H Lee, BM Lee, BH Kim

Index: Kim, Jaeho; Kim, Jihye; Lee, Hyunseung; Lee, Byung Min; Kim, Byeong Hyo Tetrahedron, 2011 , vol. 67, # 41 p. 8027 - 8033

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Citation Number: 15

Abstract

One-pot reduction-triggered heterocyclizations from 2-nitroanilines or 1, 2-dinitroarenes to benzimidazoles were investigated in this study. In the presence of indium/AcOH in ethyl acetate at reflux, reaction of 2-nitroanilines or 1, 2-dinitroarenes with R–C (OMe) 3 (R= Me, Ph) produced excellent yields of the corresponding benzimidazoles within 30 min to 6 h depending on the substituents of the starting materials. Indium-mediated heterocyclization ...

~76%

~93%

~80%

~68%

~48%

~79%

~83%

~91%

~85%

~82%

~0%

~50%

~94%

~82%

~0%

~0%

~76%

Rapid one-pot preparation of 2-substituted benzimidazoles fr...

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