Intramolecular hydrogen bonding in phenolic amides enables direct synthesis of indolizines

Organic & Biomolecular Chemistry 2026

View at publisher
Authors: Alhajaj Almaani, Sulaiman Al‐Shidhani, Parisa Pakari Shalmani, Mohammad Reza Hosseini, Ahmad Takallou, Mohammad Kamangar, Yazdanbakhsh Lotfi Nosood, Ahmed Al‐Harrasi
DOI: 10.1039/d5ob01652e
Cited by: 0
References: 31

Abstract

Indolizines were synthesized via [(5+1)−1] cyclization of chloroacetamides with zwitterionic thiolates. An ortho -hydroxyl group enhanced carbonyl activation and α-CH 2 reactivity through intramolecular hydrogen bonding, supported by DFT calculations.

Fields of Study & Subjects

Synthesis and Reactivity of Heterocycles Synthesis of Indole Derivatives Synthesis and bioactivity of alkaloids

Publication details

Journal / source
Organic & Biomolecular Chemistry
Volume
24
Issue
9
Pages
1899–1907
Publication date
1 January 2026
Language
EN