Tungsten-Catalyzed Allylation of Sulfonyl Hydrazides: Regioselective Synthesis of Branched Allylic Sulfones

Abstract A highly regioselective tungsten (W)-catalyzed allylic sulfonylation of allylic carbonates with readily available sulfonyl hydrazides has been developed. Under tungsten catalysis, a variety of allylic sulfones can be delivered with the help of 4,4′-di-tert-butyl-2,2′-bipyridine in moderate to good yields with excellent b/l regioselectivities. This approach features mild conditions, broad substrate scope, where aryl- and alkyl-substituted allylic carbonates and sulfonyl hydrazides are suitable substrates. This noble-metal-free catalyst system exhibits high reactivity and regioselectivity for the construction of C–S bond.

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Publication Details

Journal
Synlett
Published
2025-10-07
DOI
https://doi.org/10.1055/a-2718-2019
Primary Topic
Genomics and Chromatin Dynamics
Type
article
Field-Weighted Citation Impact
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article

Tungsten-Catalyzed Allylation of Sulfonyl Hydrazides: Regioselective Synthesis of Branched Allylic Sulfones

Synlett
Genomics and Chromatin Dynamics
article

Tungsten-Catalyzed Allylation of Sulfonyl Hydrazides: Regioselective Synthesis of Branched Allylic Sulfones

article en

Abstract

Abstract A highly regioselective tungsten (W)-catalyzed allylic sulfonylation of allylic carbonates with readily available sulfonyl hydrazides has been developed. Under tungsten catalysis, a variety of allylic sulfones can be delivered with the help of 4,4′-di-tert-butyl-2,2′-bipyridine in moderate to good yields with excellent b/l regioselectivities. This approach features mild conditions, broad substrate scope, where aryl- and alkyl-substituted allylic carbonates and sulfonyl hydrazides are suitable substrates. This noble-metal-free catalyst system exhibits high reactivity and regioselectivity for the construction of C–S bond.

SynlettVol. 37(05)
Jilin University of Chemical Technology (CN)
Openalex Percentile: Top 45%
Genomics and Chromatin Dynamics
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