Highly Active Cu(II) Diimine Catalyzed Click Reactions: A Mild Yet Fast Approach to Carbazole Substituted 1,2,3-Triazoles

Kalaivanan, Subramaniyam and Prabusankar, Ganesan (2022) Highly Active Cu(II) Diimine Catalyzed Click Reactions: A Mild Yet Fast Approach to Carbazole Substituted 1,2,3-Triazoles. Catalysis Letters. ISSN 1011-372X

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Abstract

Two mild Cu(II) diimine catalyzed click reactions have been reported to be efficient, robust, and additive-free one-pot procedures to isolate carbazole decorated 1,2,3-triazoles with high regioselectivity. The Cu(II) diimine complex [(L)Cu(OAc)2(OH2)], where L = N-(2-pyridinylmethylene)-2,6-dibenzhydryl-4-methoxylamine, was synthesized and characterized. In the first method, the click reactions were demonstrated between 9-(2-propynyl)-carbazole and aryl azide using catalyst 1 at room temperature in water. In the second approach, the fast and convenient procedures to prepare carbazole decorated 1,2,3-triazoles were reported through the mechanical grinding method, which enabled the isolation of carbazole decorated 1,2,3-triazoles within 6:32 min. Besides, both the catalytic protocols were demonstrated without the addition of either external reductant or base. The structural details of carbazole decorated 1,2,3-triazoles were elucidated using single-crystal X-ray diffraction and NMR techniques. Graphical Abstract: Two mild Cu(II) diimine catalyzed click reactions have been reported to be efficient, robust, and additive-free one-pot procedures to isolate carbazole decorated 1,2,3-triazole derivatives with high regioselectivity. [Figure not available: see fulltext.]. © 2022, The Author(s), under exclusive licence to Springer Science+Business Media, LLC, part of Springer Nature.

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