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 RussoMembro del Collaboration Group
;Vincenzo AlgieriMembro del Collaboration Group
;Monica NardiMembro del Collaboration Group
;Maria Luisa Di GioiaMembro del Collaboration Group
;Matteo Antonio TallaridaMembro del Collaboration Group
;Antonio De Nino
2019-01-01
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.File in questo prodotto:
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