丰产金属催化烯的羟基叠氮化反应进展

doi:10.6023/cjoc202604006

有机化学 ›› 2026, Vol. 46 ›› Issue (7): 2581-2588.DOI: 10.6023/cjoc202604006 上一篇下一篇

综述与进展

丰产金属催化烯的羟基叠氮化反应进展

谢东, 韩维^*()

南京师范大学化学与材料科学学院南京 210023

收稿日期:2026-04-02 修回日期:2026-05-14 发布日期:2026-06-10
基金资助:
国家自然科学基金(22371126); 国家自然科学基金(21776139); 江苏省高校基础科学研究(自然科学)重大项目(25KJA150003); 江苏省合成生物学基础研究中心(BK20233003); 江苏省高校“青蓝工程”中青年学术带头人项目; 江苏省自然科学基金(BK20161553); 以及江苏省高校优势学科建设工程资助项目

Research Progress in Earth-Abundant Metal-Catalyzed Hydroxyazidation of Alkenes

Dong Xie, Wei Han^*()

School of Chemistry and Materials Science, Nanjing Normal University, Nanjing 210023

Received:2026-04-02 Revised:2026-05-14 Published:2026-06-10
Contact: *E-mail: whhanwei@outlook.com
Supported by:
National Natural Science Foundation of China(22371126); National Natural Science Foundation of China(21776139); Major Program of Jiangsu Higher Education Institutions for Basic Science (Natural Science)(25KJA150003); Jiangsu Basic Research Center for Synthetic Biology(BK20233003); “Qing Lan Project” Young and Middle-aged Academic Leaders of Jiangsu Provincial Colleges and Universities; Natural Science Foundation of Jiangsu Province(BK20161553); Priority Academic Program Development of Jiangsu Higher Education Institutions

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摘要/Abstract

丰产金属催化烯的羟基叠氮化反应, 因能高效而经济地构建β-叠氮醇骨架而备受关注. 综述了丰产金属锰、铜、钴及铁体系催化该反应的研究进展, 重点阐述并对比了其反应机理, 涵盖选择性调控、底物适用范围及合成应用, 并对丰产金属催化的烯的羟基叠氮化反应的发展及应用前景进行了展望.

关键词: 烯, 丰产金属, 双官能团化, β-叠氮醇, 反马氏选择性

The catalytic hydroxyazidation of alkenes by earth-abundant metal catalysts has garnered significant attention for its efficient and economical construction of β-azido alcohol scaffolds. Recent advances in manganese, copper, cobalt, and iron-based catalytic systems for this transformation are reviewed, covering reaction mechanisms, selectivity control, substrate scope, and synthetic applications, while developmental trends and prospects for earth-abundant metal-catalyzed hydroxyazidation of alkenes are also outlined.

Key words: alkene, earth-abundant metal, bifunctionalization, β-azido alcohol, anti-Markovnikov selectivity

引用此文

谢东, 韩维. 丰产金属催化烯的羟基叠氮化反应进展[J]. 有机化学, 2026, 46(7): 2581-2588.

Dong Xie, Wei Han. Research Progress in Earth-Abundant Metal-Catalyzed Hydroxyazidation of Alkenes[J]. Chinese Journal of Organic Chemistry, 2026, 46(7): 2581-2588.

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图/表 11

图式1. 锰催化烯的马氏羟基叠氮化反应

Scheme 1. Mn-catalyzed Markovnikov hydroxyazidation of alkenes

图式2. 锰催化高效氧化烯的羟基叠氮化反应

Scheme 2. Mn-catalyzed highly efficient aerobic oxidative hydroxyazidation of olefins

图式3. 锰催化氧化烯的羟基叠氮化反应的机理

Scheme 3. Mechanism of Mn-catalyzed aerobic oxidative hydroxyazidation of olefins

图式4. MnBr2催化氧化氟代烯的叠氮化反应

Scheme 4. MnBr2-catalyzed aerobic oxyazidation of fluoroolefins

图式5. 光化学锰介导烯的羟基叠氮化反应

Scheme 5. Photochemical Mn-mediated hydroxyazidation of alkene

图式6. 铜催化1,3-共轭二烯的1,2-叠氮酯化反应

Scheme 6. Copper-catalyzed 1,2-azidooxygenation of 1,3- dienes

图式7. 钴催化1,3-二烯的区域选择性羟基叠氮化反应

Scheme 7. Cobalt-catalyzed regioselective hydroxyazidation of 1,3-dienes

图式8. 叠氮自由基加成与氧分子捕获实现吲哚脱芳构化以合成2-叠氮吲哚啉-3-醇

Scheme 8. Dearomatization of indoles via azido radical addition and dioxygen trapping to access 2-azidoindolin-3-ols

图式9. 仿生P450催化烯的反马氏羟基叠氮化反应

Scheme 9. Bioinspired P450 anti-Markovnikov hydroxyazidation of alkenes

图式10. 铁催化非活化烯的反马氏羟基叠氮化反应

Scheme 10. Iron-catalyzed anti-Markovnikov hydroxyazidation of unactivated alkenes

图式11. 反应机理

Scheme 11. Proposed mechanism

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丰产金属催化烯的羟基叠氮化反应进展

Research Progress in Earth-Abundant Metal-Catalyzed Hydroxyazidation of Alkenes

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