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A Domino Desulfitative Coupling/Acylation/Hydration Process Cocatalyzed by Copper(I) and Palladium(II): Synthesis of Highly Substituted and Functionalized Pyrimidines
Author(s) -
Quan ZhengJun,
Hu WangHua,
Jia XiaoDong,
Zhang Zhang,
Da YuXia,
Wang XiCun
Publication year - 2012
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.201200402
Subject(s) - chemistry , acylation , domino , palladium , reagent , copper , carboxylate , coupling (piping) , organic chemistry , combinatorial chemistry , medicinal chemistry , catalysis , mechanical engineering , engineering
A domino desulfitative coupling/acylation/hydration process to synthesize C‐2‐(2‐oxo‐2‐phenylethylidene)‐ and N‐3‐carbonyl‐substituted pyrimidines by unprecedented CC and CN cross‐coupling reactions is described. This methodology couples 3,4‐dihydropyrimidine‐2‐thiones and alkynes under modified Liebeskind–Srogl conditions using palladium acetate and copper(I) carboxylate. Remarkably the copper(I) carboxylates simultaneously act as desulfitative and acylation reagents in the reaction.