Nickel-Catalyzed Regioselective Alkenylarylation of γ,δ-Alkenyl Ketones Via Carbonyl Coordination

Overview

Journal Angew Chem Int Ed Engl

Specialty Chemistry

Date 2021 Jun 11

PMID 34115911

Citations 5

Authors

Roshan K Dhungana

Vivek Aryal

Doleshwar Niroula

Rishi R Sapkota

Margaret G Lakomy

Ramesh Giri

Affiliations

Soon will be listed here.

Abstract

We disclose a nickel-catalyzed reaction, which enabled us to difunctionalize unactivated γ,δ-alkenes in ketones with alkenyl triflates and arylboronic esters. The reaction was made feasible by the use of 5-chloro-8-hydroxyquinoline as a ligand along with NiBr ⋅DME as a catalyst and LiOtBu as base. The reaction proceeded with a wide range of cyclic, acyclic, endocyclic and exocyclic alkenyl ketones, and electron-rich and electron-deficient arylboronate esters. The reaction also worked with both cyclic and acyclic alkenyl triflates. Control experiments indicate that carbonyl coordination is required for the reaction to proceed.

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