One-pot multistep synthesis of 4-acetoxy-2-amino-3-arylbenzofurans from 1-aryl-2-nitroethylenes and cyclohexane-1,3-diones

Teruhiko Ishikawa; Tadashi Miyahara; Mami Asakura; Shuichi Higuchi; Yayoi Miyauchi; Seiki Saito

doi:10.1021/ol047540b

One-pot multistep synthesis of 4-acetoxy-2-amino-3-arylbenzofurans from 1-aryl-2-nitroethylenes and cyclohexane-1,3-diones

Org Lett. 2005 Mar 31;7(7):1211-4. doi: 10.1021/ol047540b.

Authors

Teruhiko Ishikawa¹, Tadashi Miyahara, Mami Asakura, Shuichi Higuchi, Yayoi Miyauchi, Seiki Saito

Affiliation

¹ School of Education, Okayama University, Tsushima, Okayama, 700-8530, Japan. teruhiko@cc.ikayama-u.ac.jp

PMID: 15787469
DOI: 10.1021/ol047540b

Abstract

[reaction: see text] A novel method for synthesizing 4-acetoxy-2-amino-3-arylbenzofurans (4) from 1-aryl-2-nitroethylenes (1) and cyclohexane-1,3-diones (2) is described. The method features one-pot operation of a solution of 1 and 2 in THF with catalytic Et3N (rt, 12 h) followed with Ac2O, Et3N, and DMAP (rt, 5 h), although the process consists of 13 elementary reactions.