Eito Moriya, Kei Muto, and Junichiro Yamaguchi*
ACS Catal. 2024, 14, 10412–10417.
DOI: 10.1021/acscatal.4c02707
This manuscript describes the development of Ni/dcype-catalyzed enolate dance/coupling reaction of alkenyl pivalates with nucleophiles, resulting in cine-substitution. Pivalates derived from 1-tetralone undergo this reaction, to produce C2-functionalized dihydronaphthalenes. The direct utilization of 1-tetralone is also feasible, employing Piv2O to generate the corresponding enol pivalate in situ. Mechanistic investigations including stoichiometric experiments, suggest that the reaction proceeds via C–O oxidative addition, nickel 1,2-translocation, and subsequent coupling with a nucleophile.
