Pd-Catalyzed 1,3-Alkenylarylation of Skipped Diene via Metal Migration.

Autor: Chesley LJ; Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, United States., Poudel DP; Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, United States., Sapkota RR; Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, United States., Dhungana RK; Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, United States., Lakomy MG; Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, United States., Giri R; Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, United States.
Jazyk: angličtina
Zdroj: ACS omega [ACS Omega] 2023 May 25; Vol. 8 (22), pp. 19912-19916. Date of Electronic Publication: 2023 May 25 (Print Publication: 2023).
DOI: 10.1021/acsomega.3c01839
Abstrakt: We disclose a palladium-catalyzed difunctionalization of skipped diene with alkenyl triflates and arylboronic acids to produce 1,3-alkenylarylated products. The reaction proceeded efficiently with Pd(acac) 2 as a catalyst and CsF as a base for a wide range of electron-deficient and electron-rich arylboronic acids as well as oxygen-heterocyclic, sterically hindered, and complex natural product-derived alkenyl triflates bearing various functional groups. The reaction produced 3-aryl-5-alkenylcyclohexene derivatives with 1,3- syn -disubstituted stereochemistry.
Competing Interests: The authors declare no competing financial interest.
(© 2023 The Authors. Published by American Chemical Society.)
Databáze: MEDLINE
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