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Ligand-Enabled Pd(II)-Catalyzed C(sp3)-H Lactonization Using Molecular Oxygen as Oxidant.
Qian, Shaoqun; Li, Zi-Qi; Li, Minyan; Wisniewski, Steven R; Qiao, Jennifer X; Richter, Jeremy M; Ewing, William R; Eastgate, Martin D; Chen, Jason S; Yu, Jin-Quan.
Afiliação
  • Qian S; Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
  • Li ZQ; Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
  • Li M; Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
  • Wisniewski SR; Chemical & Synthetic Development, Bristol-Myers Squibb, 1 Squibb Drive, New Brunswick, New Jersey 08903, United States.
  • Qiao JX; Discovery Chemistry, Bristol-Myers Squibb, P.O. Box 4000, Princeton, New Jersey 08543, United States.
  • Richter JM; Research & Development, Bristol-Myers Squibb, Hopewell, New Jersey 08534, United States.
  • Ewing WR; Discovery Chemistry, Bristol-Myers Squibb, P.O. Box 4000, Princeton, New Jersey 08543, United States.
  • Eastgate MD; Chemical & Synthetic Development, Bristol-Myers Squibb, 1 Squibb Drive, New Brunswick, New Jersey 08903, United States.
  • Chen JS; Automated Synthesis Facility, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
  • Yu JQ; Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
Org Lett ; 22(10): 3960-3963, 2020 05 15.
Article em En | MEDLINE | ID: mdl-32330054
ABSTRACT
Pd(II)-catalyzed C-H lactonization of o-methyl benzoic acid substrates has been achieved using molecular oxygen as the oxidant. This finding provides a rare example of C-H oxygenation through Pd(II)/Pd(0) catalysis as well as a method to construct biologically important benzolactone scaffolds. The use of a gas mixture of 5% oxygen in nitrogen demonstrated the possibility for its application in pharmaceutical manufacturing.

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Org Lett Assunto da revista: BIOQUIMICA Ano de publicação: 2020 Tipo de documento: Article País de afiliação: Estados Unidos

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Org Lett Assunto da revista: BIOQUIMICA Ano de publicação: 2020 Tipo de documento: Article País de afiliação: Estados Unidos