Palladium-catalyzed decarboxylative α-allylation of thiazolidinones and azlactones with sulfonamido-substituted acyclic allylic carbonates.

Autor: Rao HW; Innovation Research Center of Chiral Drugs, Institute for Advanced Study, Chengdu University, Chengdu 610106, China. zhaojianqiang@cdu.edu.cn., Zhao TL; Innovation Research Center of Chiral Drugs, Institute for Advanced Study, Chengdu University, Chengdu 610106, China. zhaojianqiang@cdu.edu.cn., Wang L; Innovation Research Center of Chiral Drugs, Institute for Advanced Study, Chengdu University, Chengdu 610106, China. zhaojianqiang@cdu.edu.cn., Deng HD; Innovation Research Center of Chiral Drugs, Institute for Advanced Study, Chengdu University, Chengdu 610106, China. zhaojianqiang@cdu.edu.cn., Zhang YP; Innovation Research Center of Chiral Drugs, Institute for Advanced Study, Chengdu University, Chengdu 610106, China. zhaojianqiang@cdu.edu.cn., You Y; Innovation Research Center of Chiral Drugs, Institute for Advanced Study, Chengdu University, Chengdu 610106, China. zhaojianqiang@cdu.edu.cn., Wang ZH; Innovation Research Center of Chiral Drugs, Institute for Advanced Study, Chengdu University, Chengdu 610106, China. zhaojianqiang@cdu.edu.cn., Zhao JQ; Innovation Research Center of Chiral Drugs, Institute for Advanced Study, Chengdu University, Chengdu 610106, China. zhaojianqiang@cdu.edu.cn., Yuan WC; Innovation Research Center of Chiral Drugs, Institute for Advanced Study, Chengdu University, Chengdu 610106, China. zhaojianqiang@cdu.edu.cn.
Jazyk: angličtina
Zdroj: Organic & biomolecular chemistry [Org Biomol Chem] 2023 Nov 01; Vol. 21 (42), pp. 8593-8602. Date of Electronic Publication: 2023 Nov 01.
DOI: 10.1039/d3ob01404e
Abstrakt: A palladium-catalyzed decarboxylative α-allylation of thiazolidinones and azlactones with aza-π-allylpalladium zwitterionic intermediates, in situ generated from sulfonamido-substituted allylic carbonates, is successfully developed. This method allows the formation of a series of structurally diverse 5-alkylated thiazolidinones and 2-piperidones under mild conditions in moderate to high yields (up to 99% yield).
Databáze: MEDLINE