Ring-Opening of Donor-Acceptor Cyclopropane Diester for the Synthesis of Oxime Esters and 2,3-Dihydroazete Ester

Neeraj Yadav; Kritika Verma; Arnab Das; Navpreet Kaur; Prabal Banerjee

doi:10.1055/a-2335-8566

Synthesis, Inhaltsverzeichnis

Synthesis 2025; 57(01): 91-98
DOI: 10.1055/a-2335-8566

paper

Special Topic Dedicated to Prof. H. Ila

Ring-Opening of Donor-Acceptor Cyclopropane Diester for the Synthesis of Oxime Esters and 2,3-Dihydroazete Ester

Authors

Neeraj Yadav

^aLab No. 406, Department of Chemistry, Indian Institute ofTechnology Ropar, Rupnagar, Punjab 140001, India
Kritika Verma

^aLab No. 406, Department of Chemistry, Indian Institute ofTechnology Ropar, Rupnagar, Punjab 140001, India
Arnab Das

^bDepartment of Chemistry, Indian Institute of Technology Mandi, Mandi, Himachal Pradesh 175005, India
Navpreet Kaur

^aLab No. 406, Department of Chemistry, Indian Institute ofTechnology Ropar, Rupnagar, Punjab 140001, India
Prabal Banerjee ∗

^aLab No. 406, Department of Chemistry, Indian Institute ofTechnology Ropar, Rupnagar, Punjab 140001, India

Abstract

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Abstract

A simple and efficient approach for the synthesis of privileged oxime esters by employing donor-acceptor cyclopropane diesters (DACs) as one of the potential precursors is reported. The strategy involves Lewis acid catalyzed ring-opening of DACs, resulting in an open-chain intermediate followed by the base-mediated construction of the corresponding oxime esters in a one-pot reaction. Moreover, the process also features the synthesis of diethyl 4-(4-methoxyphenyl)azete-2,2(3H)-dicarboxylate.

Key words

donor-acceptor cyclopropanes - zwitterionic compound - oxime esters - one-pot synthesis - bioactive compounds

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