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CC BY-NC-ND 4.0 · SynOpen 2021; 05(04): 301-307
DOI: 10.1055/a-1656-7293
DOI: 10.1055/a-1656-7293
paper
Trichloroacetimidate-Triggered Expeditious and Novel Synthesis of N-Acylbenzotriazoles
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
- Supporting information for this article is available online at https://doi.org/10.1055/a-1656-7293. Included are copies of 1H and 13C NMR for all the synthesized ureas and their derivatives and thiocarbamates for this article.
- Supporting Information
Publication History
Received: 12 September 2021
Accepted after revision: 27 September 2021
Accepted Manuscript online:
28 September 2021
Article published online:
13 October 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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