Tetrahedron

An effective synthesis of N, N-dimethylamides from carboxylic acids and a new route from N, N-dimethylamides to 1, 2-diaryl-1, 2-diketones

T Kumagai, T Anki, T Ebi, A Konishi, K Matsumoto…

Index: Kumagai, Takashi; Anki, Tomohiro; Ebi, Takahiro; Konishi, Akihito; Matsumoto, Kouzou; Kurata, Hiroyuki; Kubo, Takashi; Katsumoto, Kenta; Kitamura, Chitoshi; Kawase, Takeshi Tetrahedron, 2010 , vol. 66, # 46 p. 8968 - 8973

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Citation Number: 22

Abstract

Carboxylic acids were heated at 150° C in DMF in the presence of 1.25 equiv of thionyl chloride to give corresponding N, N-dimethylamides in good yields. Tandem chlorination and amidation reactions occurred in the one-pot procedure. Dicarboxylic acids needed prolonged reaction time to produce bisamides in good yields. Some benzamides were efficiently converted into corresponding 1, 2-diaryl-1, 2-diketones (benzils) under acyloin ...