Pd(ii)-catalyzed β- and γ-C-(sp³)-H dienylation with allenyl acetates.

ABSTRACT: Recent years have seen the emergence of transition metal catalyzed C-H activation as a powerful synthetic tool in organic chemistry. Allenes have fascinated synthetic chemists due to their unique reactivity. While directing group assisted functionalization of C(sp²)-H bonds with allenes is well documented in the literature, their coupling with more challenging aliphatic C(sp³)-H bonds remains elusive. In this regard, we hereby report a Pd(ii) catalyzed 8-aminoquinoline directed aliphatic C(sp³)-H dienylation protocol using allenyl acetates. A variety of carboxylic acids including fatty acids and amino acids were efficiently functionalized at β and γ-positions to afford diversely functionalized 1,3-dienes. Preliminary mechanistic studies revealed the crucial

SUBMITTER: Shukla RK 

PROVIDER: S-EPMC9890605 | biostudies-literature | 2023 Jan

REPOSITORIES: biostudies-literature