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Synthesis of modified bile acids via palladium-catalyzed C(sp3)-H (hetero)arylation.
Borade, Somnath Arjun; Naharwal, Sushma; Bhambri, Himanshi; Mandal, Sanjay K; Bajaj, Kiran; Chitkara, Deepak; Sakhuja, Rajeev.
Afiliação
  • Borade SA; Department of Chemistry, Birla Institute of Technology and Science, Pilani, Rajasthan 333031, India. sakhuja.rajeev@gmail.com.
  • Naharwal S; Department of Chemistry, Birla Institute of Technology and Science, Pilani, Rajasthan 333031, India. sakhuja.rajeev@gmail.com.
  • Bhambri H; Department of Chemical Sciences, Indian Institute of Science Education and Research Mohali, Sector 81, SAS Nagar, Manuali P. O., Mohali, Punjab 140306, India.
  • Mandal SK; Department of Chemical Sciences, Indian Institute of Science Education and Research Mohali, Sector 81, SAS Nagar, Manuali P. O., Mohali, Punjab 140306, India.
  • Bajaj K; Department of Chemistry, Amity Institute of Applied Sciences, Amity University, Noida, Uttar Pradesh, India.
  • Chitkara D; Department of Pharmacy, Birla Institute of Technology and Science, Pilani, Rajasthan 333031, India.
  • Sakhuja R; Department of Chemistry, Birla Institute of Technology and Science, Pilani, Rajasthan 333031, India. sakhuja.rajeev@gmail.com.
Org Biomol Chem ; 21(33): 6719-6729, 2023 Aug 23.
Article em En | MEDLINE | ID: mdl-37555287
ABSTRACT
A Pd(II)-catalyzed strategy for the diastereo- and regioselective (hetero)arylation of unactivated C(sp3)-H bonds in bile acids is accomplished with aryl and heteroaryl iodides under solvent-free conditions using the 8-aminoquinoline auxiliary as a directing group. This methodology demonstrated excellent functional group tolerance with respect to aryl/heteroaryl iodides on O-protected N-(quinolin-8-yl)cholyl/deoxycholyl amides to afford ß-C(sp3)-H (hetero)arylated products in good-to-excellent yields. Moreover, the 8-aminoquinoline (AQ) auxiliary can easily be removed to obtain modified bile acids.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Org Biomol Chem Assunto da revista: BIOQUIMICA / QUIMICA Ano de publicação: 2023 Tipo de documento: Article País de afiliação: Índia
Texto completo
Adicionar na Minha BVS
Imprimir
XML
PubMed Links
Buscar no Google

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Org Biomol Chem Assunto da revista: BIOQUIMICA / QUIMICA Ano de publicação: 2023 Tipo de documento: Article País de afiliação: Índia