Synthesis 2012; 44(13): 2070-2078
DOI: 10.1055/s-0031-1291160
paper
© Georg Thieme Verlag Stuttgart · New York

Debenzylation of Functionalized 4- and 5-Substituted 1,2,3-Triazoles

Tahir Farooq
a   Department of Chemistry, University of Bergen, Allégaten 41, 5007 Bergen, Norway, eMail: leiv.sydnes@kj.uib.no
,
Leiv K. Sydnes*
a   Department of Chemistry, University of Bergen, Allégaten 41, 5007 Bergen, Norway, eMail: leiv.sydnes@kj.uib.no
,
Karl W. Törnroos
a   Department of Chemistry, University of Bergen, Allégaten 41, 5007 Bergen, Norway, eMail: leiv.sydnes@kj.uib.no
,
Bengt Erik Haug*
a   Department of Chemistry, University of Bergen, Allégaten 41, 5007 Bergen, Norway, eMail: leiv.sydnes@kj.uib.no
b   Centre for Pharmacy, Department of Chemistry, University of Bergen, Allégaten 41, 5007 Bergen, Norway, Fax: +47(55)589490   eMail: bengt-erik.haug@farm.uib.no
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Publikationsverlauf

Received: 20. Februar 2012

Accepted after revision: 23. April 2012

Publikationsdatum:
14. Juni 2012 (online)


Abstract

A range of 4- and 5-substituted N-benzyl-1,2,3-triazoles have been submitted to debenzylation using Pd/C and hydrogen in the presence of 1,1,2-trichloroethane. Triazoles with oxygen-containing substituents are efficiently debenzylated under these conditions. Triazoles with a phenyl or benzyl substituent on C4 or C5 are not debenzylated, whereas a pentyl-substituted derivative was readily debenzylated.