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Mini-Reviews in Organic Chemistry

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ISSN (Print): 1570-193X
ISSN (Online): 1875-6298

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Mini-Review Article

Propiolic Acids in the Synthesis of N-heterocycles

Author(s): Zhan-Yong Wang*, Zhantong Liu, Nan Wang and Yuanfeng Tong*

Volume 20, Issue 7, 2023

Published on: 16 September, 2022

Page: [700 - 707] Pages: 8

DOI: 10.2174/1570193X19666220804145501

Price: $65

Abstract

This review discussed the synthetic applications of propiolic acids in the preparation of diverse N-heterocycles. 3~9-membered rings like azirines, β-lactams, oxazolidin-2-ones, 2-oxindoles, indoles, isoindolin-1-ones, imidazo[1,2-a]pyridines, triazoles, 2-pyridones, 2-quinolones, 1,4- benzothiazines, thiazinones, spiroindolines, etc. could be constructed via radical addition, fourcomponent Ugi reactions, 1,3-dipolar cycloadditions, or Diels-Alder reaction mechanism. We hope this review will promote future research in this area:

Introduction; Synthesis of azirines; Synthesis of lactams; Construction of five-membered rings; Construction of six-membered rings; Double cyclization for N-heterocycles; Construction of 7~9- membered rings; Conclusion.

Keywords: Propiolic acids, N-heterocycles, tandem reaction, thiazinones, spiroindolines, radical.

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