What does this research mean for the field?

A photocatalytic copper-catalyzed protocol enables mild, regioselective 1,6-thiosulfonylation of alkenes via 1,5-hydrogen atom transfer with isolated yields up to 94%. Novelty: ClaimNovelty.METHODOLOGICAL. Consensus alignment: ConsensusAlignment.NEUTRAL.

What question did this study set out to answer?

Develop a universal, mild, and regioselective catalytic strategy for remote 1,6-thiosulfonylation of alkenes to overcome longstanding selectivity limits in classical synthesis.

September 5, 2026Organic Letters

Copper-Photocatalyzed Selective 1,6-Thiosulfonylation of Alkenes via 1,5-Hydrogen Atom Transfer

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Develop a universal, mild, and regioselective catalytic strategy for remote 1,6-thiosulfonylation of alkenes to overcome longstanding selectivity limits in classical synthesis.
Coupled a BINAP-Cu(I) photocatalyst with thiosulfonates to generate sulfonyl radicals and initiate 1,5-hydrogen atom transfer across remote aliphatic C–H bonds.
Evaluated substrate scope across varied alkenes and thiosulfonates, assessed reaction scalability at the gram scale, and performed mechanistic assays comparing electron transfer to energy transfer pathways.
Achieved remote anti-Markovnikov 1,6-thiosulfonylation across a broad substrate scope with isolated yields reaching up to 94%.
Demonstrated that reaction activation proceeds selectively through single electron transfer rather than an energy transfer mechanism.
Verified synthetic applicability through successful gram-scale preparation and downstream product derivatization.

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Implication

Experimental study demonstrates selective 1,6-thiosulfonylation across diverse alkenes via copper photocatalysis, highlighting a scalable platform for remote functionalization of inert carbon bonds.

Cite This Study

Ma et al. (2026) studied this question.

synapsesocial.com/papers/6a9bd4436b95aff0620ebd99 https://doi.org/10.1021/acs.orglett.6c03195

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Implication

Experimental study demonstrates selective 1,6-thiosulfonylation across diverse alkenes via copper photocatalysis, highlighting a scalable platform for remote functionalization of inert carbon bonds.

Copper-Photocatalyzed Selective 1,6-Thiosulfonylation of Alkenes via 1,5-Hydrogen Atom Transfer

Key Points

Discussion

Implication

Cite This Study

Copper-Photocatalyzed Selective 1,6-Thiosulfonylation of Alkenes via 1,5-Hydrogen Atom Transfer

Key Points

Discussion

Implication

Cite This Study

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