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Pd/C-catalyzed regiodivergent hydrocarboxylation and esterification of alkynes.


ABSTRACT: An unprecedented and highly reactive Pd/C catalytic system has been introduced for the regiodivergent hydrocarboxylation of terminal alkynes to selectively afford various acrylic and cinnamic acids employing oxalic acid as a CO source as well as a promoter for the formation of the active Pd-H complex. Herein, the formation of cinnamic acid is proposed to follow a unique anti-Markovnikov hydroiodination mechanism and the formation of acrylic acid might follow the traditional hydrocarboxylation pathway. Additionally, internal alkynes undergo hydrocarboxylation and carbonylative esterification with aliphatic alcohols to yield different α,β-unsaturated acids and esters respectively. The designed strategies were successfully leveraged for a diverse class of α,β-unsaturated acids and esters with

SUBMITTER: Mehara P 

PROVIDER: S-EPMC11499951 | biostudies-literature | 2024 Oct

REPOSITORIES: biostudies-literature