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Solvent-controlled two-step one-pot syntheses of α-X (X = Br or Cl) enamino ketones/esters and 3-(2,5-dioxopyrrolidin-1-yl)acrylate by using terminal carbonyl alkynes
Organic & Biomolecular Chemistry ( IF 3.2 ) Pub Date : 2021-08-24 , DOI: 10.1039/d1ob01308d
Xiao Yun Chen 1 , Shuxia Yuan 1 , Yan Chen 1 , Chenyang Sun 1 , Yaonan Tang 1 , Guang Chen 1 , Baocheng Zhu 1 , Kaiwei Chen 1 , Shaojun Zheng 1 , Xiaofang Cheng 1
Affiliation  

A new two-step one-pot aminobromination/chlorination of carbonyl alkynes has been achieved via a Michael addition of aliphatic secondary amines and subsequent β-bromination/chlorination of the obtained enamines to afford various α-X (X = Br or Cl) enamino ketones/esters in moderate to good yields. A solvent-controllable protocol has been developed to produce versatile 3-(2,5-dioxopyrrolidin-1-yl)acrylates in moderate yields by using toluene as the solvent and chain alkyl propiolates as alkynyl substrates.

中文翻译:

使用末端羰基炔烃的 α-X(X = Br 或 Cl)烯氨基酮/酯和 3-(2,5-二氧代吡咯烷-1-基)丙烯酸酯的溶剂控制两步一锅法合成

通过脂肪族仲胺的迈克尔加成和随后所得烯胺的β-溴化/氯化得到各种α-X(X = Br或Cl)烯氨基,实现了羰基炔烃的新的两步一锅氨基溴化/氯化酮/酯的产率中等至良好。已开发出一种溶剂可控的协议,通过使用甲苯作为溶剂和链烷基丙炔酸酯作为炔基底物,以中等产率生产多功能 3-(2,5-dioxopyrrolidin-1-yl) 丙烯酸酯。
更新日期:2021-09-01
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