A simple procedure to obtain 1,5-disubstituted 1,2,3-triazoles, using the Er(OTf)3/[mpy]OTf/H2O catalytic system is described. The reaction proceeds through an eliminative azide–olefin cycloaddition (EAOC) offering a highly regioselective approach and good yields (81–94%). The advantages of this method includesimpleoperationsofwork-upandtheabilityofthecatalyticsystemtobere-usedfivetimeswithout an evident loss in yield. The role of IL and water were speculated, invoking also a probable ionic selfassembly (ISA) effect.

Regioselective synthesis of 1,5-disubstituted 1,2,3-triazoles by 1,3-dipolar cycloaddition: Role of Er(OTf)3, ionic liquid and water

Loredana Maiuolo
;
Beatrice Russo
Membro del Collaboration Group
;
Vincenzo Algieri
Membro del Collaboration Group
;
Monica Nardi
Membro del Collaboration Group
;
Maria Luisa Di Gioia
Membro del Collaboration Group
;
Matteo Antonio Tallarida
Membro del Collaboration Group
;
Antonio De Nino
2019

Abstract

A simple procedure to obtain 1,5-disubstituted 1,2,3-triazoles, using the Er(OTf)3/[mpy]OTf/H2O catalytic system is described. The reaction proceeds through an eliminative azide–olefin cycloaddition (EAOC) offering a highly regioselective approach and good yields (81–94%). The advantages of this method includesimpleoperationsofwork-upandtheabilityofthecatalyticsystemtobere-usedfivetimeswithout an evident loss in yield. The role of IL and water were speculated, invoking also a probable ionic selfassembly (ISA) effect.
Triazoles Azides 1,3-Dipolar cycloaddition EAOC
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/20.500.11770/290873
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