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

Autor:	Chen Kaiwei, Chen Yan, Tang Yaonan, Shuxia Yuan, Xiao Yun Chen, Chen Guang, Xiaofang Cheng, Baocheng Zhu, Shaojun Zheng, Chenyang Sun
Rok vydání:	2021
Předmět:	chemistry.chemical_classification Solvent Acrylate chemistry.chemical_compound chemistry Organic Chemistry Two step Michael reaction Physical and Theoretical Chemistry Biochemistry Medicinal chemistry Toluene Alkyl
Zdroj:	Organic & Biomolecular Chemistry. 19:7914-7919
ISSN:	1477-0539 1477-0520
DOI:	10.1039/d1ob01308d
Popis:	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.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::81682ac0ab936e4e91dbe212dc278fc3 https://doi.org/10.1039/d1ob01308d Zobrazit plný text záznamu