Publication
Title
-catalyzed synthesis of 2-alkynylazetidines and their ring expansion to functionalized 1,4,5,6-tetrahydropyridines
Author
Abstract
A zinc(II) triflate catalyzed reaction of beta-chloro aldimines with terminal alkynes leading to a rapid and efficient formation of 2-alkynylazetidines in good to excellent yield has been described. The catalytic hydrogenation of the 2-alkynylazetidines resulted in acyclic secondary amines by reductive cleavage of the 2-alkynylazetidine. Further, these non-activated 2-alkynylazetidines were ring expanded in a reaction with dimethyl acetylenedicarboxylate in the presence of zinc(II) triflate to give 4-alkynyltetrahydropyridines. Catalytic reduction of these 4-alkynyltetrahydropyridines led to an efficient conversion to 4-alkyltetrahydropyridine carboxylates.
Language
English
Source (journal)
Advanced synthesis and catalysis. - Weinheim, 2001, currens
Publication
Weinheim : 2018
ISSN
1615-4150 [print]
1615-4169 [online]
Volume/pages
360:22(2018), p. 4393-4401
ISI
000450364400016
Full text (Publisher's DOI)
UAntwerpen
Faculty/Department
Research group
Publication type
Subject
Affiliation
Publications with a UAntwerp address
External links
Web of Science
Record
Identification
Creation 10.12.2018
Last edited 06.09.2021
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