CC BY-NC-ND 4.0 · SynOpen 2021; 05(04): 301-307
DOI: 10.1055/a-1656-7293
paper

Trichloroacetimidate-Triggered Expeditious and Novel Synthesis of N-Acylbenzotriazoles

Mangal S. Yadav
,
Manoj K. Jaiswal
,
Sunil Kumar
,
The author sincerely thanks the Council of Scientific and Industrial Research (CSIR), New Delhi (Grant Number 02(0345)/19/EMR-II) and Banaras Hindu University (IoE grant) for funding. MSY and MKJ acknowledge the Council of Scientific and Industrial Research (CSIR) for SRF Fellowships and SK for a Junior Research Fellowship. The authors also thank CISC-Banaras Hindu University, Varanasi.


This manuscript is dedicated to Prof. (em). Richard R. Schmidt for his notable contribution on imidate chemistry

Abstract

A facile route for the synthesis of a diverse range of N-acylbenzotriazole derivatives from the corresponding carboxylic acids has been established through a carbonyl activation pathway. In this method, trichloroacetonitrile is performed as an effective reagent for an easy access of N-acylbenzotriazoles which was simply proceeded through the activation of carboxylic acids via in situ imidate formation in anhydrous 1,2-dichloroethane followed by addition of 1H-benzotriazole at 80 °C for 3–4 h. Easy handling, one-pot, and metal-free conditions demonstrate the notable merits of the devised protocol.

Supporting Information



Publikationsverlauf

Eingereicht: 12. September 2021

Angenommen nach Revision: 27. September 2021

Accepted Manuscript online:
28. September 2021

Artikel online veröffentlicht:
13. Oktober 2021

© 2021. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial-License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/)

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