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March 19, 2026Synthesis0 citations

C-H functionalization of alkyl 1,2,3-triazole-4-carboxylates using an in situ generated Turbo-Hauser base

KPKostiantyn PecheniukABArtur BreslavskyiOHOlga V. Hordiyenko

Key Points

  • The aim is to develop an efficient C-H functionalization method for alkyl 1,2,3-triazole-4-carboxylates using Turbo-Hauser base.
  • Utilized an in situ generated Turbo-Hauser base for C-H functionalization.
  • Applied various C-, P-, and S-electrophiles in the reaction.
  • Performed N- and O-deprotection of resulting compounds.
  • Successfully synthesized NH-5-substituted 1,2,3-triazole-4-carboxylates.
  • Identified compounds with multiple sites for further functionalization.
  • Discussed preferred tautomeric forms and pKa values of several compounds.

Abstract

An efficient method for the C-H functionalization of N-protected alkyl 1,2,3-triazole-4-carboxylates with various C-, P- and S-electrophiles using an in situ generated Turbo-Hauser base has been developed. The resulting compounds underwent N- and O-deprotection to afford the corresponding NH-5-substituted 1,2,3-triazole-4-carboxylates, which possess multiple sites for further functionalization. The preferred tautomeric forms and pKa values of several representative compounds are discussed.

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Cite This Study

Pecheniuk et al. (2026) studied this question.

synapsesocial.com/papers/69bb92ae496e729e6298029chttps://doi.org/10.1055/a-2833-8906
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