Palladacycle-Catalyzed Decarboxylative Coupling of
Alkynyl Carboxylic Acids with Aryl Chlorides under Air
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Abstract
A highly
efficient and practical protocol for palladacycle-catalyzed
decarboxylative coupling of alkynyl carboxylic acids with aryl chlorides
was developed. The reaction could proceed smoothly in air within 3
h under optimized reaction conditions (1 mol % of palladacycle, 4
mol % of Xphos, 2.0 equiv of K<sub>2</sub>CO<sub>3</sub> in xylene/H<sub>2</sub>O), affording the corresponding internal alkynes in mostly
good to excellent yields. Remarkably, this result represents the first
successful examples of this type of decarboxylative cross-coupling
using electron-poor, electron-neutral and even inactive sterically
hindered electron-rich aryl chlorides as the starting materials