A simple route to morpholine derivatives via copper‐acetylide addition to carbodiimide in the presence of oxiranes

A novel catalytic multicomponent reaction for the synthesis of morpholine derivatives has been reported. The reactions involve terminal alkynes, carbodiimides, and oxiranes using [Cu (CH3CN)4]PF6, tBuOLi, and TBPAc in anhydrous NMP. Aryl and heteroaromatic terminal alkynes were tolerated. Carbodiimi...

Full description

Saved in:
Bibliographic Details
Published in:Journal of heterocyclic chemistry 2020-01, Vol.57 (1), p.248-256
Main Author: Samzadeh‐Kermani, Alireza
Format: Article
Language:English
Subjects:
Alkynes
Aromatic compounds
Carbodiimides
Chemical synthesis
Copper
Derivatives
Morpholine
Regioselectivity
Substrates
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 catalytic multicomponent reaction for the synthesis of morpholine derivatives has been reported. The reactions involve terminal alkynes, carbodiimides, and oxiranes using [Cu (CH3CN)4]PF6, tBuOLi, and TBPAc in anhydrous NMP. Aryl and heteroaromatic terminal alkynes were tolerated. Carbodiimides could be symmetrical and unsymmetrical substrates with aryl or alkyl substituents. The reaction exhibited a good regioselectivity when unsymmetrical carbodiimides were employed.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.3770