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Synthesis of 2‐Alkynoates by Palladium(II)‐Catalyzed Oxidative Carbonylation of Terminal Alkynes and Alcohols
Author(s) -
Cao Qun,
Hughes N. Louise,
Muldoon Mark J.
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201602558
Subject(s) - carbonylation , catalysis , palladium , chemistry , substrate (aquarium) , oxidative phosphorylation , solvent , ligand (biochemistry) , combinatorial chemistry , organic chemistry , amine gas treating , alcohol , homogeneous catalysis , homogeneous , carbon monoxide , biology , receptor , physics , thermodynamics , ecology , biochemistry
A homogeneous Pd II catalyst, utilizing a simple and inexpensive amine ligand (TMEDA), allows 2‐alkynoates to be prepared in high yields by an oxidative carbonylation of terminal alkynes and alcohols. The catalyst system overcomes many of the limitations of previous palladium carbonylation catalysts. It has an increased substrate scope, avoids large excesses of alcohol substrate and uses a desirable solvent. The catalyst employs oxygen as the terminal oxidant and can be operated under safer gas mixtures.