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Transition‐Metal‐Free Decarboxylative Coupling Reactions for the Synthesis of Propargyl Alcohols
Author(s) -
Irudayanathan Francis Mariaraj,
Kim Jimin,
Song Kwang Ho,
Lee Sunwoo
Publication year - 2016
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201600265
Subject(s) - chemistry , propargyl , ketone , aldehyde , transition metal , catalysis , propargyl alcohol , yield (engineering) , organic chemistry , decarboxylation , aryl , coupling reaction , carboxylic acid , alkyl , metallurgy , materials science
Propargyl alcohols have been directly synthesized by decarboxylative coupling reactions with an alkynyl carboxylic acid and an aldehyde/ketone in the absence of a transition‐metal catalyst. When the decarboxylative coupling reaction was conducted with Cs 2 CO 3 in DMSO, the desired propargyl alcohols were formed in good yield. In addition, the reactions with 2,2,2‐trifluoroacetophenone and aryl alkynyl carboxylic acids gave trifluoromethylated propargyl alcohols.