Cobalt-Catalyzed C(sp2)-C(sp3) Suzuki-Miyaura Cross Coupling

Author(s): Ludwig, Jacob R; Simmons, Eric M; Wisniewski, Steven R; Chirik, Paul J

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Abstract:	A cobalt-catalyzed method for the C(sp2)–C(sp3) Suzuki–Miyaura cross coupling of aryl boronic esters and alkyl bromides is described. Cobalt–ligand combinations were assayed with high-throughput experimentation, and cobalt(II) sources with trans-N,N′-dimethylcyclohexane-1,2-diamine (DMCyDA, L1) produced optimal yield and selectivity. The scope of this transformation encompassed steric and electronic diversity on the aryl boronate nucleophile as well as various levels of branching and synthetically valuable functionality on the electrophile. Radical trap experiments support the formation of electrophile-derived radicals during catalysis.
Publication Date:	30-Sep-2020
Electronic Publication Date:	30-Sep-2020
Citation:	Ludwig, Jacob R, Simmons, Eric M, Wisniewski, Steven R, Chirik, Paul J. (2021). Cobalt-Catalyzed C(sp2)-C(sp3) Suzuki-Miyaura Cross Coupling. Organic Letters, 23 (3), 625 - 630. doi:10.1021/acs.orglett.0c02934
DOI:	doi:10.1021/acs.orglett.0c02934
ISSN:	1523-7060
EISSN:	1523-7052
Pages:	625 - 630
Language:	en
Type of Material:	Journal Article
Journal/Proceeding Title:	Organic Letters
Version:	Final published version. This is an open access article.