Premium
Transition Metal‐Free Synthesis of 3‐Alkynylpyrrole‐2‐carboxylates via Michael Addition/Intramolecular Cyclodehydration
Author(s) -
Teng Qinghu,
Xu Yanli,
Liang Ying,
Wang Hengshan,
Wang Yingchun,
Pan Yingming
Publication year - 2016
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201501073
Subject(s) - chemistry , intramolecular force , michael reaction , glycine , transition metal , transformation (genetics) , combinatorial chemistry , organic chemistry , stereochemistry , catalysis , amino acid , biochemistry , gene
A transition metal‐free and efficient method for the synthesis of 3‐alkynylpyrrole‐2‐carboxylates from diynones and glycine esters or 2‐aminoacetophenone hydrochloride has been developed. This transformation provides a large range of substituted pyrroles in good to excellent yields with the elimination of water as the only by‐product. The detailed mechanistic studies elucidated that this transformation involves a Michael addition/intramolecular cyclodehydration process.