Download PDF
Synlett
DOI: 10.1055/a-2422-1263
letter

Lewis Acid Catalyzed Domino Ring-Opening Cyclization (DROC) of Azetidines with Alkynes: Synthesis of Tetrahydropyridines

Dipti Shukla
1   SL-208C, Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur, India (Ringgold ID: RIN30077)
,
Shishir Singh
1   SL-208C, Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur, India (Ringgold ID: RIN30077)
,
Bharat Singh 
2   Chemistry, Indian Institute of Technology Kanpur, Kanpur, India (Ringgold ID: RIN30077)
,
Amit Kumar Sharma
1   SL-208C, Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur, India (Ringgold ID: RIN30077)
,
Aditya Bhattacharyya 
1   SL-208C, Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur, India (Ringgold ID: RIN30077)
,
Dr. Ranadeep Talukdar 
1   SL-208C, Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur, India (Ringgold ID: RIN30077)
,
Manas K. Ghorai 
3   Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur, India (Ringgold ID: RIN30077)
› Author AffiliationsSupported by: Science and Engineering Research Board
Supported by: Indian Institute of Technilogy Kanpur
› Further Information
  PDF Download All articles of this category

A simple strategy for the synthesis of a variety of tetrahydropyridines in good to excellent yields via a Cu(OTf)2 catalyzed quaternary ammonium salt mediated ring-opening of activated azetidines followed by cyclization with alkynes in a domino fashion (DROC) was described. The formation of the products has been explained by an SN2-type ring-opening of azetidines with alkynes.



Publication History

Received: 02 August 2024

Accepted after revision: 25 September 2024

Accepted Manuscript online:
25 September 2024

© . Thieme. All rights reserved.

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany