Issue 21, 2023

One-pot domino synthesis of five- and six-membered fused dihydropyridines promoted by PPh3–NBS in aqueous medium

Abstract

A facile one-pot synthesis of five- and six-membered fused dihydropyridines such as chromenodihydropyridines, pyrazolodihydropyridines and isoxazolopyridines was accomplished for the first time by employing PPh3–NBS via a formal [3 + 2 + 1] cycloaddition of 1,3-bisnucleophiles (i.e., 2-aminochromone, 4-aminochromone, 5-aminopyrazole and 5-aminoisoxazole), β-enaminones and aldehydes in aqueous medium. The present approach involves a Michael type addition followed by intramolecular cyclization leading to the formation of two new C–C bonds and one C–N bond. High compatibility and excellent yields are the advantages of this protocol.

Graphical abstract: One-pot domino synthesis of five- and six-membered fused dihydropyridines promoted by PPh3–NBS in aqueous medium

Supplementary files

Article information

Article type
Paper
Submitted
28 Mar 2023
Accepted
03 May 2023
First published
04 May 2023

Org. Biomol. Chem., 2023,21, 4434-4439

One-pot domino synthesis of five- and six-membered fused dihydropyridines promoted by PPh3–NBS in aqueous medium

B. P. Banda, N. Medishetti, J. B. Nanubolu and K. Atmakur, Org. Biomol. Chem., 2023, 21, 4434 DOI: 10.1039/D3OB00472D

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