Site-selective decarbonylative [4 + 2] annulation of carboxylic acids with terminal alkynes by C-C/C-H activation strategy and cluster catalysis.

ABSTRACT: Cycloaddition and annulation strategies are among the most powerful methods for creating molecular complexity in organic molecules. In this manuscript, we report a highly site-selective palladium-catalyzed decarbonylative [4 + 2] cyclization of carboxylic acids with terminal alkynes by a sequential C-C/C-H bond activation. Most notably, this method represents the first use of carboxylic acids as the ubiquitous and underdeveloped synthons for intramolecular cycloadditions by decarbonylative C-C bond cleavage. The method provides a solution to the long-standing challenge of the regioselective synthesis of substituted naphthalenes by cycloaddition. Mechanistic studies show that this reaction occurs through a sequential process involving the formation of key palladacycle by a sequential C-C/C-

SUBMITTER: Cen M 

PROVIDER: S-EPMC11577269 | biostudies-literature | 2024 Dec

REPOSITORIES: biostudies-literature