Synthesis 2019; 51(20): 3883-3890
DOI: 10.1055/s-0037-1611906
paper
© Georg Thieme Verlag Stuttgart · New York

A Convenient Synthesis of 1,5-Fused 1,2,4-Triazoles from N-Arylamidines via Chloramine-T Mediated Intramolecular Oxidative N–N Bond Formation

a  Department of Chemistry, Mewar University, Chittorgarh, Rajasthan-312901, India   eMail: Itsbhatt2007@yahoo.co.in
,
Rajesh K. Singh
b  Department of Pharmacy, Mewar University, Chittorgarh, Rajasthan-312901, India
,
Ravi Kant
a  Department of Chemistry, Mewar University, Chittorgarh, Rajasthan-312901, India   eMail: Itsbhatt2007@yahoo.co.in
,
Bhupendra K. Sarma
a  Department of Chemistry, Mewar University, Chittorgarh, Rajasthan-312901, India   eMail: Itsbhatt2007@yahoo.co.in
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Publikationsverlauf

Received: 23. Juni 2019

Accepted after revision: 20. Juli 2019

Publikationsdatum:
06. August 2019 (online)


Abstract

A convenient synthesis of 1,5-fused 1,2,4-triazoles from readily available N-arylamidines is reported. The reaction is efficiently promoted by chloramine-T to afford the desired products mostly in high yields and in relatively short time, through direct metal-free oxidative N−N bond formation. The mild nature of the synthesis and short reaction time are notable advantages of the developed protocol. This protocol is effective toward various substrates having different functionalities.

Supporting Information

 
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