The Sonogashira reaction has been one of the most
straightforward and efficient tools for C(sp)−C(sp2)
bond-forming reactions, thereby dominating the synthesis of
diaryl acetylenes.1 Significant progress has been achieved in the
coupling of commercially available aryl chlorides by Buchwald,
Fu, and others.2 However, this reaction still suffers from some
limitations, especially the problem of poor tolerance to
electron-poor terminal alkynes and generation of diynes as
byproducts.3 To address these challenges, decarboxylative and
deacetonative Sonogashira couplings have emerged as two
promising alternatives within recent years.4,5 In particular,
deacetonative coupling was first reported in 2001 by Chow’s
group, who described a PdCl2(PPh3)2/CuI-catalyzed tandem
catalytic reaction of aryl-2-methyl-3-butyn-2-ol with aryl
bromides (Scheme 1a).5a Subsequently, significant progress
The Sonogashira reaction has been one of the moststraightforward and efficient tools for C(sp)−C(sp2)bond-forming reactions, thereby dominating the synthesis ofdiaryl acetylenes.1 Significant progress has been achieved in thecoupling of commercially available aryl chlorides by Buchwald,Fu, and others.2 However, this reaction still suffers from somelimitations, especially the problem of poor tolerance toelectron-poor terminal alkynes and generation of diynes asbyproducts.3 To address these challenges, decarboxylative anddeacetonative Sonogashira couplings have emerged as twopromising alternatives within recent years.4,5 In particular,deacetonative coupling was first reported in 2001 by Chow’sgroup, who described a PdCl2(PPh3)2/CuI-catalyzed tandemcatalytic reaction of aryl-2-methyl-3-butyn-2-ol with arylbromides (Scheme 1a).5a Subsequently, significant progress
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