Issue 13, 2024

Frustrated Lewis pairs in two-dimensional borocarbonitride for the facile synthesis of 3-aminoimidazo[1,2-α]pyridines using TMSCN as an isonitrile substitute

Abstract

Reusable catalysts are attractive alternatives to the metal-free catalysts accelerating the Groebke–Blackburn–Bienayme reaction for the efficient synthesis of imidazo[1,2-α]pyridines. Herein, we report the synthesis of a reusable defective borocarbonitride catalyst with Lewis acidic boron and Lewis basic nitrogen, which switches the nature of the catalyst from Lewis acid to a frustrated Lewis pair (FLP). Furthermore, FLPs catalyzed the Groebke–Blackburn–Bienayme-type one-pot multi-component (2-aminopyridine, aldehyde and trimethylsilyl cyanide) reaction to afford 3-aminoimidazo[1,2-α] pyridines. Moreover, FLPs were employed for the synthesis of fused heterocyclic compounds for the first time. The noteworthy features of this protocol are its short reaction time, wide functional group tolerance, good yields and catalyst recovery.

Graphical abstract: Frustrated Lewis pairs in two-dimensional borocarbonitride for the facile synthesis of 3-aminoimidazo[1,2-α]pyridines using TMSCN as an isonitrile substitute

Supplementary files

Article information

Article type
Paper
Submitted
18 Jan 2024
Accepted
21 Feb 2024
First published
29 Feb 2024

New J. Chem., 2024,48, 5971-5980

Frustrated Lewis pairs in two-dimensional borocarbonitride for the facile synthesis of 3-aminoimidazo[1,2-α]pyridines using TMSCN as an isonitrile substitute

J. Leng, M. S. Ali, H. A. Al-Lohedan, C. S. Rout, K. Pramoda and K. S. Sharath Kumar, New J. Chem., 2024, 48, 5971 DOI: 10.1039/D4NJ00302K

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements