Multicomponent Heterogeneous Semiconductor Photocatalytic Sulfinylsulfonylation of Alkenes with Alkyl Iodides and SO<sub>2</sub>

A multicomponent heterogeneous semiconductor photocatalytic sulfinylsulfonylation of alkenes with alkyl iodides and SO<sub>2</sub> was displayed under mild metal-free conditions by using boron carbonitride (BCN) as the alternative photocatalyst. This approach has resulted in the production of a wide range of structurally diverse sultine products in moderate to high yields, using readily available starting materials including alkyl iodides and olefins with broad functional group tolerance. The method is also suitable for the late-stage functionalization of complex bioactive molecules. A radical-polar crossover cyclization (RPCC) process was proposed based on mechanistic studies.

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Publication Details

Journal
Organic Letters
Published
2024-12-06
DOI
https://doi.org/10.1021/acs.orglett.4c03885
Citations
10
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
2.50

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article

Multicomponent Heterogeneous Semiconductor Photocatalytic Sulfinylsulfonylation of Alkenes with Alkyl Iodides and SO2

Xiaoxiao Yang, Chao Shu, Yuxin Yang, Meifang Zheng et al.
10 citations
Organic Letters
Sulfur-Based Synthesis Techniques
2.50
article

Multicomponent Heterogeneous Semiconductor Photocatalytic Sulfinylsulfonylation of Alkenes with Alkyl Iodides and SO2

Xiaoxiao Yang, Chao Shu, Yuxin Yang, Meifang Zheng, Pan Zhou, Xinyue Ma, Yongxin Zhang, Hui Xu, Jiarong Chen
article en
10 citations

Abstract

A multicomponent heterogeneous semiconductor photocatalytic sulfinylsulfonylation of alkenes with alkyl iodides and SO<sub>2</sub> was displayed under mild metal-free conditions by using boron carbonitride (BCN) as the alternative photocatalyst. This approach has resulted in the production of a wide range of structurally diverse sultine products in moderate to high yields, using readily available starting materials including alkyl iodides and olefins with broad functional group tolerance. The method is also suitable for the late-stage functionalization of complex bioactive molecules. A radical-polar crossover cyclization (RPCC) process was proposed based on mechanistic studies.

Organic LettersVol. 26(50)
Central China Normal University (CN), Fuzhou University (CN)
National Natural Science Foundation of China, Central China Normal University, National Key Research and Development Program of China, Fundamental Research Funds for the Central Universities
Openalex Percentile: Top 10%
Sulfur-Based Synthesis Techniques
2.50
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Multicomponent Heterogeneous Semiconductor Photocatalytic Sulfinylsulfonylation of Alkenes with Alkyl Iodides and SO<sub>2</sub> — Xiaoxiao Yang, Chao Shu, et al. · Organic Letters (2024) | TGRS Research Map | TGRS