arylaminotetrazoles : via [2+3] cycloaddition of nitriles and sodium azide via solid acid catalysis

Authors

  • Alireza Najafi Chermahini 2Department of Chemistry, Yasouj University, Yasouj, Iran
Abstract:

The [3+2] cycloaddition between various nitriles and sodium azide proceeds smoothly in the presence of zeolite and sulfated Zircona as effective catalyst and in the water and DMF/MeOH, to give the corresponding arylaminotetrazoles in good to high yields. The reaction most probably precedes through the in situ formation of a catalyst azide species, followed by a successive [3+2] cycloaddition with the nitriles. This method has the advantages of high yields, simple methodology,and easy work-up. The catalyst can be recovered by simple filtration and reused in good yields

Upgrade to premium to download articles

Sign up to access the full text

Already have an account?login

similar resources

Efficient synthesis of arylaminotetrazoles as via [2+3] cycloaddition of nitriles and sodium azide via solid acid catalysis

The [3+2] cycloaddition between various nitriles and sodium azide proceeds smoothly in the presence of zeolite and sulfated Zircona as effective catalyst and in the water and DMF/MeOH, to give the corresponding arylaminotetrazoles in good to high yields. The reaction most probably precedes through the in situ formation of a catalyst azide species, followed by a successive [3+2] cycloaddition wi...

full text

An efficient synthesis of arylaminotetrazoles as via [2+3] cycloaddition of nitriles and sodium azide via solid acid catalysis

The [3+2] cycloaddition between various nitriles and sodium azide proceeds smoothly in the presence of zeolite and sulfated Zircona as effective catalyst and in the water and DMF/MeOH, to give the corresponding arylaminotetrazoles in good to high yields. The reaction most probably precedes through the in situ formation of a catalyst azide species, followed by a successive [3+2] cycloaddition wi...

full text

Improved Synthesis of 5-Substituted 1H-Tetrazoles via the [3+2] Cycloaddition of Nitriles and Sodium Azide Catalyzed by Silica Sulfuric Acid

A silica supported sulfuric acid catalyzed [3+2] cycloaddition of nitriles and sodium azide to form 5-substituted 1H-tetrazoles is described. The protocol can provide a series of 5-substituted 1H-tetrazoles using silica sulfuric acid from nitriles and sodium azide in DMF in 72%-95% yield.

full text

Sequential one-pot ruthenium-catalyzed azide-alkyne cycloaddition from primary alkyl halides and sodium azide.

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*(PPh(3))(2)] and the alkyne yielded...

full text

Modular synthesis of block copolymers via cycloaddition of terminal azide and alkyne functionalized polymers.

Polymeric building blocks containing terminal azide and alkyne functionalities are prepared via atom transfer radical polymerization (ATRP) and used to modularly synthesize block copolymers via 1,3-dipolar cycloaddition reactions, which are quantitative according to SEC measurements.

full text

Glycoside bond formation via acid-base catalysis.

Acid-base catalyzed glycosyl donor and then glycosyl acceptor activation with phenylboron difluoride or diphenylboron fluoride permits hydrogen bond mediated intramolecular S(N)2-type glycosidation in generally high anomeric selectivity.

full text

My Resources

Save resource for easier access later

Save to my library Already added to my library

{@ msg_add @}


Journal title

volume 4  issue 2

pages  15- 24

publication date 2014-09-01

By following a journal you will be notified via email when a new issue of this journal is published.

Hosted on Doprax cloud platform doprax.com

copyright © 2015-2023