New routes towards azomethine ylide generation from prolines to synthesize diverse <i>N</i>-heterocycles: a DFT supported <i>endo</i>-selective mechanism-Reference-Cited by-同舟云学术

New routes towards azomethine ylide generation from prolines to synthesize diverse N-heterocycles: a DFT supported endo-selective mechanism

Published:2024 Issue: Volume: Page:
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Laha Radha M.¹²,Aich Shobhon¹,Sarkar Ankan Kumar³^ORCID,Dutta Tanmoy⁴,Ghosh Narendra Nath⁵^ORCID,Khamarui Saikat⁶^ORCID,Maiti Dilip K.¹^ORCID

Affiliation:

1. Department of Chemistry, University of Calcutta, 92 A. P. C. Road, Kolkata-700009, India

2. Department of Science & Humanities, Murshidabad Institute of Technology, West Bengal-742102, India

3. School of Material Science, Indian Association for the Cultivation of Science, Jadavpur, Kolkata-700032, India

4. Department of Chemistry, JIS College of Engineering, Kalyani, West Bengal 741235, India

5. Department of Chemistry, Pakuahat A.N.M. High School, Malda, West Bengal 732138, India

6. Department of Chemistry, Government General Degree College at Kalna-1, Purba Bardhhaman, 713405, India

Abstract

Azomethine ylides are generated in dual mode through decarboxylative C–N coupling of prolines. These strategies enable diastereoselective [3 + 2] cycloaddition, C–C coupling, and ring annulation reactions towards valuable N-heterocycles.

Funder

University Grants Commission

Publisher

Royal Society of Chemistry (RSC)

Link

http://pubs.rsc.org/en/content/articlepdf/2024/OB/D4OB01004C

Reference62 articles.

1. Recent advances in the catalytic asymmetric 1,3-dipolar cycloaddition of azomethine ylides

2. A.Padwa and W. H.Pearson , Synthetic Applications of 1,3-Dipolar Cycloaddition Chemistry Toward Heterocycles and Natural Products , Wiley , Chichester, U.K. , 2002 , vol. 59 , p. 940

3. Intramolecular Dipolar Cycloaddition Reactions of Azomethine Ylides

4. Construction of Enantiopure Pyrrolidine Ring System via Asymmetric [3+2]-Cycloaddition of Azomethine Ylides

5. Conjugated Azomethine Ylides