Microwave-Assisted Regioselective Synthesis and 2D-NMR Studies of New 1,2,3-Triazole Compounds Derived from Acridone
Author(s) -
Mohammed Aarjane,
Siham Slassi,
Bouchra Tazi,
Amina Amine
Publication year - 2021
Publication title -
journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.436
H-Index - 50
eISSN - 2090-9063
pISSN - 2090-9071
DOI - 10.1155/2021/5540173
Subject(s) - chemistry , acridone , cycloaddition , regioselectivity , carbon 13 nmr , proton nmr , two dimensional nuclear magnetic resonance spectroscopy , 1,2,3 triazole , triazole , click chemistry , 1,3 dipolar cycloaddition , combinatorial chemistry , stereochemistry , organic chemistry , catalysis
A simple and mild protocol towards the synthesis of new 1,2,3-triazole compounds derived from acridone has been developed via regiospecific 1,3-dipolar cycloaddition reaction between 10-(prop-2-yn-1-yl)acridone derivatives and aromatic azides using CuI as a catalyst. The cycloaddition reaction has been performed using conventional as well as microwave-assisted methods. Microwave-assisted synthesis caused a significant reduction in the reaction times and improvement in the yields of all the synthesized compounds compared with the conventional method. The structure of the 1,4-disubstituted 1,2,3-triazoles has been elucidated by IR, HRMS, 1H-NMR, 13C-NMR, and 2D NMR (1H-13C HMBC, 1H-1H COSY, and 1H-1H NOESY) spectroscopies.
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