文献类型：期刊文献

英文题名：Highly Efficient and Regioselective Synthesis of N-Acyl Protected 2-Aminoacrylates through a PPh3-Catalyzed Reaction of Alkyl Propiolates with Amides

作者：Wang, Kaikai[1];Li, Yanli[2];Pan, Pengtao[2];Zhou, Nan[1];He, Xiaolong[3];Chen, Rongxiang[1]

通讯作者：Chen, RX[1];He, XL[2]

机构：[1]Xinxiang Univ, Sch Pharm, Xinxiang 453000, Henan, Peoples R China;[2]Xinxiang Univ, Med Coll, Xinxiang 453000, Henan, Peoples R China;[3]Xihua Univ, Sch Food & Bioengn, Chengdu 610039, Peoples R China

第一机构：新乡学院

通讯机构：[1]corresponding author), Xinxiang Univ, Sch Pharm, Xinxiang 453000, Henan, Peoples R China;[2]corresponding author), Xihua Univ, Sch Food & Bioengn, Chengdu 610039, Peoples R China.|[11071]新乡学院;

年份：2023

卷号：8

期号：18

外文期刊名：CHEMISTRYSELECT

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000983926400001)】；

基金：Acknowledgments We are grateful for the financial support from the National Natural Science Foundation of China (22001216), the Program for Youth Backbone Teacher Training in University of Henan Province (2021GGJS163), the Higher Education Institution Key Research Project Plan of Henan Province (23A150044), Programs for Science and Technology Developmen of Henan Province (212102110160), Science and Technology Department of Sichuan Province (2022NSFSC1203).

语种：英文

外文关键词：N-acyl protected 2-aminoacrylates; PPh3-Catalyzed; Alkyl Propiolates; Amides; Sulfamides

摘要：A simple and convenient strategy for the synthesis of N-acyl protected 2-aminoacrylates via PPh3-catalyzed reaction of alkyl propiolates with amides has been developed. This protocol is rapid and highly regioselective to provide various N-acyl protected 2-aminoacrylates in high yields (up to 95 %). The chemical structure of the product was determined by X-ray single-crystal structure analysis. In contrast, 3-sulfonamidoacrylates were obtained by Cs2CO3-catalyzed reactions of alkyl propiolates with secondary sulfamides. Moreover, synthetic utility of this method was further highlighted in the late-stage modification of drug molecules.