What does this research mean for the field?

A Cu(I)-catalyzed interrupted click reaction using S-(methyl-d3) 4-methylbenzenesulfonothioate enables the efficient synthesis of S-methyl-d3 triazoles with excellent deuterium incorporation under mild conditions. Novelty: ClaimNovelty.METHODOLOGICAL. Consensus alignment: ConsensusAlignment.NEUTRAL.

What question did this study set out to answer?

Develop an interrupted click reaction strategy using copper(I) catalysis to directly assemble S-methyl-d3-functionalized triazoles under mild conditions.

September 8, 2026The Journal of Organic Chemistry

Cu(I)-Catalyzed Trideuteromethylthiolation for the Synthesis of S-Methyl- d 3 Triazoles via an Interrupted Click Reaction

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Develop an interrupted click reaction strategy using copper(I) catalysis to directly assemble S-methyl-d3-functionalized triazoles under mild conditions.
Coupled azides and alkynes using copper(I)-catalyzed azide–alkyne cycloaddition (CuAAC).
Intercepted the resulting in situ-generated cuprate–triazole intermediate with S-(methyl-d3) 4-methylbenzenesulfonothioate.
Evaluated reaction performance, deuterium incorporation efficiency, and functional group tolerance across various substrates including bioactive compounds.
Achieved successful formation of diverse S-methyl-d3 triazoles under mild reaction conditions.
Demonstrated excellent levels of deuterium incorporation in the synthesized products.
Enabled late-stage trideuteromethylthiolation on complex, biologically active molecules.

Implication

Synthetic study reveals copper-catalyzed trideuteromethylthiolation to produce S-methyl-d3 triazoles, highlighting broad applicability for late-stage drug functionalization.

Abstract

Herein, we report a Cu(I)-catalyzed trideuteromethylthiolation reaction for the preparation of various S-methyl-d3 triazoles. This protocol proceeds via a Cu(I)-catalyzed azide–alkyne cycloaddition, followed by interception of the in situ-formed cuprate–triazole intermediate with S-(methyl-d3) 4-methylbenzenesulfonothioate. The reaction features excellent deuterium incorporation, mild conditions, and late-stage functionalization of bioactive molecules.

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Cite This Study

Wang et al. (2026) studied this question.

synapsesocial.com/papers/6a9fd7b758e84d0ff5b46abf https://doi.org/10.1021/acs.joc.6c01474

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Implication

Synthetic study reveals copper-catalyzed trideuteromethylthiolation to produce S-methyl-d3 triazoles, highlighting broad applicability for late-stage drug functionalization.

Cu(I)-Catalyzed Trideuteromethylthiolation for the Synthesis of S-Methyl- d 3 Triazoles via an Interrupted Click Reaction

Key Points

Implication

Abstract

Discussion

Cite This Study

Cu(I)-Catalyzed Trideuteromethylthiolation for the Synthesis of S-Methyl- d 3 Triazoles via an Interrupted Click Reaction

Key Points

Implication

Abstract

Discussion

Cite This Study

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