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A Convenient High Activity Catalyst for the Sonogashira Coupling of Aryl Bromides
Author(s) -
Köllhofer Axel,
Plenio Herbert
Publication year - 2005
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.200505095
Subject(s) - sonogashira coupling , chemistry , aryl , catalysis , molar ratio , solvent , palladium , medicinal chemistry , organic chemistry , nuclear chemistry , alkyl
A mixture of Na 2 PdCl 4 , CuI and ( t ‐Bu) 3 PH + BF 4 − (molar ratio 4 : 3 : 8) dispersed in H 2 N( i ‐Pr) 2 + Br − can be used as a “single source” precatalyst for the Sonogashira coupling of aryl bromides with various aryl‐ and alkylacetylenes in HN( i ‐Pr) 2 solvent. Arylacetylenes require just 0.005 mol % of Pd catalyst at 80 °C, with TOFs ranging between 3,200 and 10,000 h −1 .
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