Multicomponent Cascade Reaction of 3‑Formylchromones: Highly Selective Synthesis of Functionalized 9‑Azabicyclo[3.3.1]nonane Derivatives

A novel protocol for the preparation of functionalized 9-azabicyclo[3.3.1]­nonane (ABCN) derivatives from 3-formylchromones, enaminones, and heterocyclic ketene aminals (HKAs) through an unprecedented cascade reaction has been developed by simply refluxing the mixture of the substrates 1–3. As a res...

Full description

Saved in:
Bibliographic Details
Published in:Organic letters 2021-09, Vol.23 (17), p.6866-6871
Main Authors: Duan, Ying-Gang, Hu, Xing-Mei, Cao, Xin-Ling, Lv, Kai-Hong, Yan, Sheng-Jiao
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A novel protocol for the preparation of functionalized 9-azabicyclo[3.3.1]­nonane (ABCN) derivatives from 3-formylchromones, enaminones, and heterocyclic ketene aminals (HKAs) through an unprecedented cascade reaction has been developed by simply refluxing the mixture of the substrates 1–3. As a result, a series of ABCNs were produced through a very complex cascade reaction. This protocol can be used in the synthesis of ABCNs that are suitable for combinatorial and parallel syntheses of ABCN natural-like products in a one-pot reaction.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c02431