Sulfonate(SO3-)-built-in phosphines for Pd-catalyzed aminocarbonylation/hydroxycarbonylation of alkynes under acid-additive free condition
The Pd-catalyzed aminocarbonylation as well as hydroxycarbonylation of terminal alkynes was achieved with aid of a sulfonate-built-in zwitterionic phosphine ( L2 ), under acid-additive free condition. With L2 -Pd(OAc) 2 catalytic system, the terminal alkynes smoothly converted to the corresponding α,β -unsaturated carbonyl compounds (amides or carboxylic acids) in moderate to excellent isolated yields, with 100 % branched regio-selectivity. It was believed that L2 with the matched steric-demand and the bulit-in-SO 3 - -unit not only tuned the catalytic performance of Pd(OAc) 2 to activate CO and alkyne but also exhibited the synergetic activating ability towards the nucleophiles of (primary/secondary) amines or H 2 O via developing hydrogen-bond interaction, which facilitated the observed successful carbonylation. It means the developed L2 -Pd(OAc) 2 system could serve as a bifunctional catalyst.
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