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Synthesis of α-Heteroaryl Propionic Esters by Palladium-Catalyzed α-Heteroarylation of Silyl Ketene Acetals.
Li, Bowen; Luo, Bangke; Blakemore, Caroline A; Smith, Aaron C; Widlicka, Daniel W; Berritt, Simon; Tang, Wenjun.
Affiliation
  • Li B; School of Chemistry and Material Sciences, Hangzhou Institute for Advanced Study, University of Chinese Academy of Sciences, 1 Sub-lane Xiangshan, Hangzhou 310024, China.
  • Luo B; State Key Laboratory of Bio-Organic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling Ling Road, Shanghai 200032, China.
  • Blakemore CA; State Key Laboratory of Bio-Organic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling Ling Road, Shanghai 200032, China.
  • Smith AC; Pfizer Worldwide Research and Development, Groton, Connecticut 06340, United States.
  • Widlicka DW; Pfizer Worldwide Research and Development, Groton, Connecticut 06340, United States.
  • Berritt S; Pfizer Worldwide Research and Development, Groton, Connecticut 06340, United States.
  • Tang W; Pfizer Worldwide Research and Development, Groton, Connecticut 06340, United States.
Org Lett ; 23(16): 6439-6443, 2021 08 20.
Article in En | MEDLINE | ID: mdl-34369790
ABSTRACT
A practical and efficient synthesis of α-heteroaryl propionic esters is developed by employing palladium-catalyzed α-heteroarylation of silyl ketene acetals, forming a wide variety of α-heteroaryl propionic esters with various substituents and functionalities in high yields. The success of this transformation is credited to the development of the bulky P,P═O ligand. The method has provided an efficient synthesis of α-heteroaryl propionic acids.

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2021 Document type: Article Affiliation country: China Publication country: EEUU / ESTADOS UNIDOS / ESTADOS UNIDOS DA AMERICA / EUA / UNITED STATES / UNITED STATES OF AMERICA / US / USA

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2021 Document type: Article Affiliation country: China Publication country: EEUU / ESTADOS UNIDOS / ESTADOS UNIDOS DA AMERICA / EUA / UNITED STATES / UNITED STATES OF AMERICA / US / USA