Recent progress in the construction of eight-membered nitrogen-heterocycles

Eight-membered ring skeletons are widely present in a variety of natural products and bioactive molecules. In particular, eight-membered nitrogen-heterocycles are compelling privileged structures for drug discovery, especially for challenging targets that are difficult to modulate using conventional...

Full description

Saved in:
Bibliographic Details
Published in:New journal of chemistry 2024-03, Vol.48 (11), p.4645-4669
Main Authors: Li, Jia, Dong, Ziyang, Zhao, Changgui
Format: Article
Language:English
Subjects:
Natural products
Nitrogen
Reaction mechanisms
Citations: Items that this one cites
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Eight-membered ring skeletons are widely present in a variety of natural products and bioactive molecules. In particular, eight-membered nitrogen-heterocycles are compelling privileged structures for drug discovery, especially for challenging targets that are difficult to modulate using conventional small molecule screening libraries. However, the construction of eight-membered N-heterocycles is a formidable challenge in chemistry owing to unfavorable entropic and enthalpic effects. Thus, the development of novel strategies to access these scaffolds is highly desirable. In this review, we summarize the progress in the synthesis of eight-membered N-heterocycles in the past 20 years (1995-2023), with a focus on reaction mechanisms associated with typical reactions. We aim to inspire synthetic chemists to develop efficient strategies for the construction of eight-membered N-heterocycles. This review summarized the progress in synthesizing eight-membered N-heterocycles over the past two decades (1995-2023), inspiring synthetic chemists to develop more efficient strategies for the construction of these skeletons.
ISSN:1144-0546
1369-9261
DOI:10.1039/d3nj05655d