Literature DB >> 11975610

Photochemistry of benzotriazole: an unprecedented tautomer-selective intermolecular [2+2] photocycloaddition.

Kevin I Booker-Milburn1, Paul M Wood, Richard F Dainty, Michael W Urquhart, Andrew J White, Helen J Lyon, Jonathan P H Charmant.   

Abstract

[reaction: see text]. Irradiation of benzotriazole with a variety of maleimide derivatives leads to the stereo- and regioselective formation of aryl [2 + 2] photocycloaddition products. Further studies with 2-alkyl benzotriazole derivatives indicates that in the case of the parent benzotriazole this cycloaddition proceeds selectively via the 2H-tautomer.

Entities:  

Year:  2002        PMID: 11975610     DOI: 10.1021/ol025693y

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  Recent Advances in the Synthesis of Cyclobutanes by Olefin [2 + 2] Photocycloaddition Reactions.

Authors:  Saner Poplata; Andreas Tröster; You-Quan Zou; Thorsten Bach
Journal:  Chem Rev       Date:  2016-03-28       Impact factor: 60.622

2.  The arene-alkene photocycloaddition.

Authors:  Ursula Streit; Christian G Bochet
Journal:  Beilstein J Org Chem       Date:  2011-04-28       Impact factor: 2.883

3.  The photochemistry of benzotriazole derivatives. Part 2: photolysis of 1-substituted benzotriazole arylhydrazones: new route to phenanthridin-6-yl-2-phenyldiazines.

Authors:  Nader A Al-Jalal; Maher R Ibrahim; Nouria A Al-Awadi; Mohamed H Elnagdi
Journal:  Molecules       Date:  2011-12-08       Impact factor: 4.411

  3 in total

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