Sequential One-Pot Ruthenium-Catalyzed Azide-Alkyne Cycloaddition from Primary Alkyl Halides and Sodium Azide
Journal article, 2011
An experimentally simple sequential one-pot RuAAC reaction, affording 1,5-disubstituted 1H-1,2,3-triazoles in good to excellent yields starting from; an alkyl halide, sodium azide, and an alkyne, is reported. The organic azide is formed in situ by treating the primary alkyl halide with sodium azide in DMA under microwave heating. Subsequent addition of [RuClCp*-(PPh3)(2)] and the alkyne yielded the desired cycloaddition product after further microwave irradiation.
click chemistry
amines
diversity
2
4-disubstituted 1
analogs
terminal alkynes
scope
organic azides
1
triazole linkages
3-triazoles
Author
Johan Johansson
Chalmers, Chemical and Biological Engineering, Physical Chemistry
Per Lincoln
Chalmers, Chemical and Biological Engineering, Physical Chemistry
Bengt Nordén
Chalmers, Chemical and Biological Engineering, Physical Chemistry
Nina Kann
Chalmers, Chemical and Biological Engineering, Organic Chemistry
Published in
Journal of Organic Chemistry
0022-3263 (ISSN) 1520-6904 (eISSN)
Vol. 76 Issue 7 p. 2355-2359Categorizing
Areas of Advance
Energy
Materials Science
Subject Categories (SSIF 2011)
Organic Chemistry
Identifiers
DOI
10.1021/jo200134a