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New routes towards azomethine ylide generation from prolines to synthesize diverse N-heterocycles: a DFT supported endo-selective mechanism.
Laha, Radha M; Aich, Shobhon; Sarkar, Ankan Kumar; Dutta, Tanmoy; Ghosh, Narendra Nath; Khamarui, Saikat; Maiti, Dilip K.
Afiliação
  • Laha RM; Department of Chemistry, University of Calcutta, 92 A. P. C. Road, Kolkata-700009, India. dkmchem@caluniv.ac.in.
  • Aich S; Department of Science & Humanities, Murshidabad Institute of Technology, West Bengal-742102, India.
  • Sarkar AK; Department of Chemistry, University of Calcutta, 92 A. P. C. Road, Kolkata-700009, India. dkmchem@caluniv.ac.in.
  • Dutta T; School of Material Science, Indian Association for the Cultivation of Science, Jadavpur, Kolkata-700032, India.
  • Ghosh NN; Department of Chemistry, JIS College of Engineering, Kalyani, West Bengal 741235, India.
  • Khamarui S; Department of Chemistry, Pakuahat A.N.M. High School, Malda, West Bengal 732138, India.
  • Maiti DK; Department of Chemistry, Government General Degree College at Kalna-1, Purba Bardhhaman, 713405, India. saikatkhamarui21@gmail.com.
Org Biomol Chem ; 2024 Aug 23.
Article em En | MEDLINE | ID: mdl-39177485
ABSTRACT
Azomethine ylides are generated using either organocatalysts or metal catalysts via a ballet of decarboxylative C-N coupling choreographed by prolines. These strategies enable diastereoselective [3 + 2] cycloaddition, C-C coupling, and ring annulation, providing sustainable routes. The synthesized pyrrolizines and other heterocycles have potential applications in the development of crucial biomolecules and pharmaceuticals. The endoselectivity of the azomethine ylide is realized and supported through DFT calculations.

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Org Biomol Chem Assunto da revista: BIOQUIMICA / QUIMICA Ano de publicação: 2024 Tipo de documento: Article País de afiliação: Índia País de publicação: Reino Unido

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Org Biomol Chem Assunto da revista: BIOQUIMICA / QUIMICA Ano de publicação: 2024 Tipo de documento: Article País de afiliação: Índia País de publicação: Reino Unido