Journal
ORGANIC LETTERS
Volume 18, Issue 10, Pages 2511-2514Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b01177
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Funding
- Gobierno Vasco [Project_KK-2015/00101]
- Universidad del Pais Vasco UPV/EHU [GIU1S/31]
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N3-Alkylation of 1-(pivaloyloxymethyl)-1,2,3-triazoles with alkyl triflates carrying latent click functionality, followed by a nucleophile-promoted N1-dealkylation of the resulting strongly electrophilic intermediate triazolium salts, provides an efficient route to 1,5-disubstituted 1,2,3-triazoles. The azide and alkyne groups incorporated by N-alkylation can be submitted to further copper-catalyzed azide alkyne and Huisgen cycloadditions to provide bis(1,2,3-triazoles) with unprecedented 1,5/1,4 substitution patterns.
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