Nickel-Catalyzed Regioselective Intermolecular Dialkylation of Alkenylarenes: Generation of Two Vicinal C(sp 3 )-C(sp 3 ) Bonds Across Alkenes.
- Resource Type
- Academic Journal
- Authors
- Lux DM; Department of Chemistry, Pennsylvania State University, University Park, PA 16802, USA.; Aryal V; Department of Chemistry, Pennsylvania State University, University Park, PA 16802, USA.; Niroula D; Department of Chemistry, Pennsylvania State University, University Park, PA 16802, USA.; Giri R; Department of Chemistry, Pennsylvania State University, University Park, PA 16802, USA.
- Source
- Publisher: Wiley-VCH Country of Publication: Germany NLM ID: 0370543 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1521-3773 (Electronic) Linking ISSN: 14337851 NLM ISO Abbreviation: Angew Chem Int Ed Engl Subsets: PubMed not MEDLINE; MEDLINE
- Subject
- Language
- English
We disclose a Ni-catalyzed regioselective dialkylation reaction of alkenylarenes with α-halocarbonyls and alkylzinc reagents. The reaction produces γ-arylated alkanecarbonyl compounds with the generation of two new C(sp 3 )-C(sp 3 ) bonds at the vicinal carbons of alkenes. This reaction is effective for the use of primary, secondary and tertiary α-halocarboxylic esters, amides and ketones in conjunction with primary and secondary alkylzinc reagents as the sources of two C(sp 3 ) carbons for the dialkylation of terminal and cyclic internal alkenes.
(© 2023 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH.)