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Decarboxylative Intramolecular Arene Alkylation Using N-(Acyloxy)phthalimides, an Organic Photocatalyst, and Visible Light.
Sherwood, Trevor C; Xiao, Hai-Yun; Bhaskar, Roshan G; Simmons, Eric M; Zaretsky, Serge; Rauch, Martin P; Knowles, Robert R; Dhar, T G Murali.
Afiliação
  • Sherwood TC; Research and Development, Bristol-Myers Squibb Company , P.O. Box 4000, Princeton , New Jersey 08543-4000 , United States.
  • Xiao HY; Research and Development, Bristol-Myers Squibb Company , P.O. Box 4000, Princeton , New Jersey 08543-4000 , United States.
  • Bhaskar RG; Research and Development, Bristol-Myers Squibb Company , P.O. Box 4000, Princeton , New Jersey 08543-4000 , United States.
  • Simmons EM; Chemical and Synthetic Development , Bristol-Myers Squibb , 1 Squibb Drive, New Brunswick , New Jersey 08903 , United States.
  • Zaretsky S; Chemical and Synthetic Development , Bristol-Myers Squibb , 1 Squibb Drive, New Brunswick , New Jersey 08903 , United States.
  • Rauch MP; Department of Chemistry , Princeton University , Princeton , New Jersey 08544 , United States.
  • Knowles RR; Department of Chemistry , Princeton University , Princeton , New Jersey 08544 , United States.
  • Dhar TGM; Research and Development, Bristol-Myers Squibb Company , P.O. Box 4000, Princeton , New Jersey 08543-4000 , United States.
J Org Chem ; 84(13): 8360-8379, 2019 07 05.
Article em En | MEDLINE | ID: mdl-30905152
ABSTRACT
An intramolecular arene alkylation reaction has been developed using the organic photocatalyst 4CzIPN, visible light, and N-(acyloxy)phthalimides as radical precursors. Reaction conditions were optimized via high-throughput experimentation, and electron-rich and electron-deficient arenes and heteroarenes are viable reaction substrates. This reaction enables access to a diverse set of fused, partially saturated cores which are of high interest in synthetic and medicinal chemistry.

Texto completo: 1 Base de dados: MEDLINE Idioma: En Revista: J Org Chem Ano de publicação: 2019 Tipo de documento: Article País de afiliação: Estados Unidos

Texto completo: 1 Base de dados: MEDLINE Idioma: En Revista: J Org Chem Ano de publicação: 2019 Tipo de documento: Article País de afiliação: Estados Unidos