Solvent-Controlled [4 + 2] Annulation Reaction: Selective Synthesis of 1,4-Dihydroquinolines/Quinolines

The Journal of Organic Chemistry 2026

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Authors: Mao-Lin Liao, Qin Guo, Yu Ao, Jia-Cheng Yang, Ping-Gui Li, Liang‐Hua Zou
DOI: 10.1021/acs.joc.5c01985
Cited by: 3
References: 51

Abstract

A practical strategy was developed for the selective synthesis of 1,4-dihydroquinolines or quinolines through [4 + 2] annulation of aminobenzyl phosphonium salts (ABPS) and enaminones. In the process, solvent control alone enables the highly selective progression of this reaction, omitting the need for any metal catalysts or basic additives, providing an array of 1,4-dihydroquinolines or quinolines by using THF or DMSO, respectively. The reaction was featured with mild reaction conditions, readily accessible reagents, excellent substrate generality, and high yields.

Fields of Study & Subjects

Catalytic C–H Functionalization Methods Synthesis and Characterization of Pyrroles Multicomponent Synthesis of Heterocycles

Publication details

Journal / source
The Journal of Organic Chemistry
Publisher
American Chemical Society (ACS)
Volume
91
Issue
2
Pages
1215–1222
Publication date
2 January 2026
Language
EN