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Application of a Preformed Pd-BIDIME Precatalyst to Suzuki-Miyaura Cross-Coupling Reaction in Flow.
Sieber, Joshua D; Buono, Frederic; Brusoe, Andrew; Desrosiers, Jean-Nicolas; Haddad, Nizar; Lorenz, Jon C; Xu, Yibo; Wu, Hao; Zhang, Li; Han, Zhengxu Steve; Roschangar, Frank; Song, Jinhua J; Yee, Nathan K; Senanayake, Chris H.
Afiliação
  • Sieber JD; Chemical Development U.S. , Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road , Ridgefield , Connecticut 06877 , United States.
  • Buono F; Chemical Development U.S. , Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road , Ridgefield , Connecticut 06877 , United States.
  • Brusoe A; Chemical Development U.S. , Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road , Ridgefield , Connecticut 06877 , United States.
  • Desrosiers JN; Chemical Development U.S. , Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road , Ridgefield , Connecticut 06877 , United States.
  • Haddad N; Chemical Development U.S. , Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road , Ridgefield , Connecticut 06877 , United States.
  • Lorenz JC; Chemical Development U.S. , Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road , Ridgefield , Connecticut 06877 , United States.
  • Xu Y; Chemical Development U.S. , Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road , Ridgefield , Connecticut 06877 , United States.
  • Wu H; Chemical Development U.S. , Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road , Ridgefield , Connecticut 06877 , United States.
  • Zhang L; Chemical Development U.S. , Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road , Ridgefield , Connecticut 06877 , United States.
  • Han ZS; Chemical Development U.S. , Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road , Ridgefield , Connecticut 06877 , United States.
  • Roschangar F; Chemical Development U.S. , Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road , Ridgefield , Connecticut 06877 , United States.
  • Song JJ; Chemical Development U.S. , Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road , Ridgefield , Connecticut 06877 , United States.
  • Yee NK; Chemical Development U.S. , Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road , Ridgefield , Connecticut 06877 , United States.
  • Senanayake CH; Chemical Development U.S. , Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road , Ridgefield , Connecticut 06877 , United States.
J Org Chem ; 84(8): 4926-4931, 2019 04 19.
Article em En | MEDLINE | ID: mdl-30715884
ABSTRACT
The application of a Buchwald's third generation palladacycle containing a dihydrobenzooxaphosphole-based ligand (e.g., BIDIME) was reported in the Suzuki cross-coupling reaction. Using flow technology, high yield and reproducible Suzuki cross-coupling reaction for one of our key intermediates was achieved with Pd loadings as low as 0.5 mol %. This continuous flow approach overcomes catalyst deactivation and scale dependence issues that can be a problem in some traditional batch-mode operations and responds to the challenge of improving process greenness.

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2019 Tipo de documento: Article

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2019 Tipo de documento: Article