Synthesis of coumarins by nucleophilic denitrocyclization reaction

N ODA, Y YOSHIDA, SI NAGAI, T UEDA…

Index: Oda, Noriichi; Yoshida, Yukio; Nagai, Shin-ichi; Ueda, Taisei; Sakakibara, Jinsaku Chemical and Pharmaceutical Bulletin, 1987 , vol. 35, # 5 p. 1796 - 1802

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Citation Number: 10

Abstract

2-[(2-Nitrophenyl) methylene] propanedioic acids (2a-c) were denitrocyclized to coumarins (3a-c) by heating in quinoline in the presence of copper powder. 2-(4-Methoxyphenyl)-3-(2- nitrophenyl)-(Z)-2-propenoic acids (6a, b, d, e) were also similarly denitrocyclized to 3- substituted coumarins (7a, b, d, e).