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Synthesis of d-glyco-alkynone derivatives via carbonylative Sonogashira reaction.
Darbem, Mariana P; Esteves, C Henrique A; de Oliveira, Isadora M; Reis, Joel S; Pimenta, Daniel C; Stefani, Hélio A.
  • Darbem MP; Faculdade de Ciências Farmacêuticas, Universidade de São Paulo São Paulo SP Brazil hstefani@usp.br +55 11 3091-3654.
  • Esteves CHA; Faculdade de Ciências Farmacêuticas, Universidade de São Paulo São Paulo SP Brazil hstefani@usp.br +55 11 3091-3654.
  • de Oliveira IM; Instituto de Química, Universidade de São Paulo São Paulo SP Brazil.
  • Reis JS; Faculdade de Ciências Farmacêuticas, Universidade de São Paulo São Paulo SP Brazil hstefani@usp.br +55 11 3091-3654.
  • Pimenta DC; Instituto Butantã São Paulo SP Brazil.
  • Stefani HA; Faculdade de Ciências Farmacêuticas, Universidade de São Paulo São Paulo SP Brazil hstefani@usp.br +55 11 3091-3654.
RSC Adv ; 9(17): 9468-9474, 2019 Mar 22.
Article en En | MEDLINE | ID: mdl-35520747
A carbonylative Sonogashira coupling approach to the synthesis of glyco-alkynones is described. Eighteen examples were obtained in moderate do nearly quantitative yields under mild conditions employing Mo(CO)6 as a safe carbon monoxide source. Functionalization of the alkynyl moiety via cycloaddition with organic azides provided six examples of glyco-triazoles.