Bis(sulfone) as Bifunctional Reagent for the Alkylarylation of Alkenes and Alkynes under Photoredox Conditions

Wang Min; Qi Jiang; Chonglong He; Xin Hua Duan; Le Liu

doi:10.1021/acs.orglett.5c03661

Bis(sulfone) as Bifunctional Reagent for the Alkylarylation of Alkenes and Alkynes under Photoredox Conditions

Wang Min
, Qi Jiang
, Chonglong He
, Xin Hua Duan
, Le Liu

School of Chemistry

Xi'an Jiaotong University

Research output: Contribution to journal › Article › peer-review

2 Scopus citations

Abstract

Herein, we report a strategy for the alkylarylation of unsaturated carbon–carbon bonds, wherein bis(sulfones) serve as dual-source donors to deliver alkyl and aryl groups in a single step, redefining their reactivity paradigm. Both alkenes and alkynes undergo efficient difunctionalization with broad functional group tolerance. Mechanistic studies reveal a cascade involving deprotonation, single-electron oxidation, radical addition and Smiles rearrangement.

Original language	English
Pages (from-to)	11324-11331
Number of pages	8
Journal	Organic Letters
Volume	27
Issue number	40
DOIs	https://doi.org/10.1021/acs.orglett.5c03661
State	Published - 10 Oct 2025

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10.1021/acs.orglett.5c03661

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title = "Bis(sulfone) as Bifunctional Reagent for the Alkylarylation of Alkenes and Alkynes under Photoredox Conditions",

abstract = "Herein, we report a strategy for the alkylarylation of unsaturated carbon–carbon bonds, wherein bis(sulfones) serve as dual-source donors to deliver alkyl and aryl groups in a single step, redefining their reactivity paradigm. Both alkenes and alkynes undergo efficient difunctionalization with broad functional group tolerance. Mechanistic studies reveal a cascade involving deprotonation, single-electron oxidation, radical addition and Smiles rearrangement.",

author = "Wang Min and Qi Jiang and Chonglong He and Duan, \{Xin Hua\} and Le Liu",

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T1 - Bis(sulfone) as Bifunctional Reagent for the Alkylarylation of Alkenes and Alkynes under Photoredox Conditions

AU - Min, Wang

AU - Jiang, Qi

AU - He, Chonglong

AU - Duan, Xin Hua

AU - Liu, Le

PY - 2025/10/10

Y1 - 2025/10/10

N2 - Herein, we report a strategy for the alkylarylation of unsaturated carbon–carbon bonds, wherein bis(sulfones) serve as dual-source donors to deliver alkyl and aryl groups in a single step, redefining their reactivity paradigm. Both alkenes and alkynes undergo efficient difunctionalization with broad functional group tolerance. Mechanistic studies reveal a cascade involving deprotonation, single-electron oxidation, radical addition and Smiles rearrangement.

AB - Herein, we report a strategy for the alkylarylation of unsaturated carbon–carbon bonds, wherein bis(sulfones) serve as dual-source donors to deliver alkyl and aryl groups in a single step, redefining their reactivity paradigm. Both alkenes and alkynes undergo efficient difunctionalization with broad functional group tolerance. Mechanistic studies reveal a cascade involving deprotonation, single-electron oxidation, radical addition and Smiles rearrangement.

UR - https://www.scopus.com/pages/publications/105018341663

U2 - 10.1021/acs.orglett.5c03661

DO - 10.1021/acs.orglett.5c03661

M3 - 文章

C2 - 41017118

AN - SCOPUS:105018341663

SN - 1523-7060

VL - 27

SP - 11324

EP - 11331

JO - Organic Letters

JF - Organic Letters

IS - 40

ER -

Bis(sulfone) as Bifunctional Reagent for the Alkylarylation of Alkenes and Alkynes under Photoredox Conditions

Abstract

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