Remote-carbonyl-directed sequential Heck/isomerization/C(sp²)-H arylation of alkenes for modular synthesis of stereodefined tetrasubstituted olefins.

ABSTRACT: Modular and regio-/stereoselective syntheses of all-carbon tetrasubstituted olefins from simple alkene materials remain a challenging project. Here, we demonstrate that a remote-carbonyl-directed palladium-catalyzed Heck/isomerization/C(sp²)-H arylation sequence enables unactivated 1,1-disubstituted alkenes to undergo stereoselective terminal diarylation with aryl iodides, thus offering a concise approach to construct stereodefined tetrasubstituted olefins in generally good yields under mild conditions; diverse carbonyl groups are allowed to act as directing groups, and various aryl groups can be introduced at the desired position simply by changing aryl iodides. The stereocontrol of the protocol stems from the compatibility between the E/Z isomerization and the alkenyl C(sp

SUBMITTER: Luan R 

PROVIDER: S-EPMC10897343 | biostudies-literature | 2024 Feb

REPOSITORIES: biostudies-literature