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A simple route to morpholine derivatives via copper‐acetylide addition to carbodiimide in the presence of oxiranes
Author(s) -
SamzadehKermani Alireza
Publication year - 2020
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.3770
Subject(s) - chemistry , morpholine , carbodiimide , regioselectivity , acetylide , anhydrous , aryl , alkyl , organic chemistry , catalysis , medicinal chemistry , combinatorial chemistry
A novel catalytic multicomponent reaction for the synthesis of morpholine derivatives has been reported. The reactions involve terminal alkynes, carbodiimides, and oxiranes using [Cu (CH 3 CN) 4 ]PF 6 , t BuOLi, 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.