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Metal-Free-Visible Light C-H Alkylation of Heteroaromatics via Hypervalent Iodine-Promoted Decarboxylation.
Genovino, Julien; Lian, Yajing; Zhang, Yuan; Hope, Taylor O; Juneau, Antoine; Gagné, Yohann; Ingle, Gajendra; Frenette, Mathieu.
Afiliação
  • Genovino J; Pfizer Worldwide Medicinal Chemistry , Eastern Point Road , Groton , Connecticut 06340 , United States.
  • Lian Y; Pfizer Worldwide Medicinal Chemistry , Eastern Point Road , Groton , Connecticut 06340 , United States.
  • Zhang Y; Pfizer Worldwide Medicinal Chemistry , Eastern Point Road , Groton , Connecticut 06340 , United States.
  • Hope TO; Département de Chimie , Université du Québec à Montréal , Case Postale 8888, Succursale Centre-Ville , Montréal , Québec , H3C 3P8 , Canada.
  • Juneau A; Département de Chimie , Université du Québec à Montréal , Case Postale 8888, Succursale Centre-Ville , Montréal , Québec , H3C 3P8 , Canada.
  • Gagné Y; Département de Chimie , Université du Québec à Montréal , Case Postale 8888, Succursale Centre-Ville , Montréal , Québec , H3C 3P8 , Canada.
  • Ingle G; Pfizer Worldwide Medicinal Chemistry , Eastern Point Road , Groton , Connecticut 06340 , United States.
  • Frenette M; Département de Chimie , Université du Québec à Montréal , Case Postale 8888, Succursale Centre-Ville , Montréal , Québec , H3C 3P8 , Canada.
Org Lett ; 20(11): 3229-3232, 2018 06 01.
Article em En | MEDLINE | ID: mdl-29767991
A metal-free photoredox C-H alkylation of heteroaromatics from readily available carboxylic acids using an organic photocatalyst and hypervalent iodine reagents under blue LED light is reported. The developed methodology tolerates a broad range of functional groups and can be applied to the late-stage functionalization of drugs and drug-like molecules. The reaction mechanism was investigated with control experiments and photophysical experiments as well as DFT calculations.

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2018 Tipo de documento: Article

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2018 Tipo de documento: Article