Visible-Light-Catalyzed Hydroamination, Hydroamidation and Hydrosulfonamidation of Alkenes

doi:10.6023/cjoc202511015

Chinese Journal of Organic Chemistry ›› 2026, Vol. 46 ›› Issue (4): 1166-1180.DOI: 10.6023/cjoc202511015 Previous Articles Next Articles

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可见光催化烯烃的氢胺化和氢(磺)酰胺化反应

张皓然^a^,^b, 贾均松^a, 俞琼^b, 吴宇^a, 李玉龙^a^,^*(), 舒伟^b^,^*()

^a 四川轻化工大学化学与环境工程学院绿色催化四川省高校重点实验室绿色催化四川省高校重点实验室四川自贡 643000
^b 南方科技大学深圳市格拉布斯研究院化学系广东省催化重点实验室广东深圳 518055

收稿日期:2025-11-24 修回日期:2026-01-02 发布日期:2026-02-06
通讯作者: 李玉龙, 舒伟
基金资助:
国家自然科学基金(22371115); 国家自然科学基金(22171127); 国家自然科学基金(22373056); 国家自然科学基金(22501125); 国家自然科学基金(22501190); 四川省自然科学基金(2025ZNSFSC0128)

Visible-Light-Catalyzed Hydroamination, Hydroamidation and Hydrosulfonamidation of Alkenes

Haoran Zhang^a^,^b, Junsong Jia^a, Qiong Yu^b, Yu Wu^a, Yulong Li^a^,^*(), Wei Shu^b^,^*()

^a College of Chemistry and Environmental Engineering, Key Laborotory of Green Chemistry of Sichuan Instituttes of Higher Education, SichuanUniversity of Science and Engineering, Zigong, Sichuan 643000
^b Shenzhen Grubbs Institute, Department of Chemistry, Guangdong Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, Guangdong 518055

Received:2025-11-24 Revised:2026-01-02 Published:2026-02-06
Contact: Yulong Li, Wei Shu
Supported by:
National Natural Science Foundation of China(22371115); National Natural Science Foundation of China(22171127); National Natural Science Foundation of China(22373056); National Natural Science Foundation of China(22501125); National Natural Science Foundation of China(22501190); Natural Science Foundation of Sichuan Province(2025ZNSFSC0128)

N-Alkylamines, amides, and sulfonamides, a class of important nitrogen-containing structural units, are ubiquitous in pharmaceutical molecules, agrochemicals, and functional materials. To this end, the efficient and precise synthesis of such substructures is of great significance for molecular design and late-stage modification. Among various synthetic approaches, C—N bond formation represents one of the key strategies. However, traditional C—N bond formation strategies heavily rely on pre-functionalized substrates under strong oxidative/reductive conditions, or elevated reaction temperature, which often suffer from over-alkylation, competitive side reactions, poor regio- and chemoselectivity, limited compatibility with molecular complexity. Over past years, visible-light-driven hydroamination, hydroamidation, and hydrosulfonamidation of alkenes have achieved efficient synthesis of N-alkylamines, amides, and sulfonamides by direct cross-coupling of simple alkenes with various nitrogen sources under mild conditions through different reaction mechanisms such as single-electron transfer, proton-coupled electron transfer, and hydrogen atom transfer. These reactions utilize alkenes as alkylation reagents, demonstrating excellent step-economy and functional group compatibility. This review summarizes the progress and key reaction pathways in the field of visible-light-catalyzed hydroamination, hydroamidation, and hydrosulfonamidation of alkenes, with an emphasis on selectivity control and scope of different catalytic systems, and provides an outlook on future developments in this area, aiming to offer theoretical and practical guidance for further development and application to target synthesis in related areas.

Key words: alkenes, visible-light-catalysis, hydrofunctionalizations, C—N bond-formation, nitrogen-containing compounds

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Haoran Zhang, Junsong Jia, Qiong Yu, Yu Wu, Yulong Li, Wei Shu. Visible-Light-Catalyzed Hydroamination, Hydroamidation and Hydrosulfonamidation of Alkenes[J]. Chinese Journal of Organic Chemistry, 2026, 46(4): 1166-1180.

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Fig. & Tab. 16

Scheme 1. Significance and representative strategies for the synthesis of N-alkylamines, amides, and sulfonamides

Scheme 2. Photocatalytic intermolecular hydroamination of unactivated alkenes with aliphatic secondary amines

Scheme 3. Photocatalytic anti-Markovnikov hydroamination of unactivated alkenes with aliphatic primary amines

Scheme 4. Direct synthesis of primary amines from organophotocatalytic hydroamination of alkenes

Scheme 5. Photocatalytic anti-Markovnikov hydroamination of heteroaryl primary amines with alkenes

Scheme 6. Phosphine-photoredox cooperative catalytic hydroamination of azoles with alkenes

Scheme 7. Photocatalytic intramolecular hydroamidation of alkenes enabled by PCET

Scheme 8. Organophotocatalytic intramolecular reductive hydroamidation of alkenes

Scheme 9. General strategy for improving the quantum efficiency of photocatalytic hydroamidation of alkenes

Scheme 10. PCET-enabled visible-light-catalyzed intramolecular hydroamidation of alkenes with N-alkyl amides

Scheme 11. anti-Markovnikov hydrosulfonamidation of alkenes catalyzed by a two-component organic photoredox system

Scheme 12. Intermolecular anti-Markovnikov hydrosulfonamidation of unactivated alkenes with sulfonamides enabled by PCET

Scheme 13. Phosphine and photoredox anti-Markovnikov hydrosulfonamidation of alkenes with primary sulfonamides

Scheme 14. Visible-light-catalyzed intermolecular anti-Markovnikov hydrosulfonamidation of alkenes

Scheme 15. Organophotocatalytic anti-Markovnikov intramolecular hydrosulfonamidation of alkenes

Scheme 16. Visible-light-catalyzed intramolecular hydrosulfonamidation of alkenes with N-tosyl hydrazones

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可见光催化烯烃的氢胺化和氢(磺)酰胺化反应

Visible-Light-Catalyzed Hydroamination, Hydroamidation and Hydrosulfonamidation of Alkenes

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