Iodine Mediated Addition of Trialkylamines to Dimethyl Acetylenedicarboxylate

Quanping      Wu; Hui-Fang      Liu; Yue      Zhang; Shiyu      Shen; Song      Xue

doi:10.2174/15701786113109990027

Abstract

Addition reaction of tertiary amines to dimethyl acetylenedicarboxylate mediated by molecular iodine is described. The trialkylamines afford dealkylative adducts in moderate to good yields. Amines containing an aryl group react sluggishly in low yields with a loss of alkyl group.

Keywords: Dimethyl acetylenedicarboxylate, molecular iodine, addition reaction, trialkylamines.

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Letters in Organic Chemistry

Title:Iodine Mediated Addition of Trialkylamines to Dimethyl Acetylenedicarboxylate

Volume: 10 Issue: 9

Author(s): Quanping Wu, Hui-Fang Liu, Yue Zhang, Shiyu Shen and Song Xue

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Keywords: Dimethyl acetylenedicarboxylate, molecular iodine, addition reaction, trialkylamines.

Abstract: Addition reaction of tertiary amines to dimethyl acetylenedicarboxylate mediated by molecular iodine is described. The trialkylamines afford dealkylative adducts in moderate to good yields. Amines containing an aryl group react sluggishly in low yields with a loss of alkyl group.

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Wu Quanping, Liu Hui-Fang, Zhang Yue, Shen Shiyu and Xue Song, Iodine Mediated Addition of Trialkylamines to Dimethyl Acetylenedicarboxylate, Letters in Organic Chemistry 2013; 10 (9) . https://dx.doi.org/10.2174/15701786113109990027