多聚氮杂环的脱氮自由基转化: C-N键的构建研究进展

doi:10.1016/S1872-2067(21)63814-7

催化学报 ›› 2021, Vol. 42 ›› Issue (11): 1865-1875.DOI: 10.1016/S1872-2067(21)63814-7

多聚氮杂环的脱氮自由基转化: C-N键的构建研究进展

杨文超^b, 陈彩云^b, 李君风^c^,^#(), 王祖利^a^,^*()

^a青岛农业大学化学与药学院, 山东青岛 266109
^b扬州大学园艺与植物保护学院, 江苏扬州 225009
^c南京农业大学草料加工研究所, 江苏南京 210095

收稿日期:2021-03-31 修回日期:2021-03-31 接受日期:2021-04-06 出版日期:2021-11-18 发布日期:2021-05-21
通讯作者: 李君风,王祖利
基金资助:
国家自然科学基金(21772107);山东省重点研发计划(2019GSF108017)

Radical denitrogenative transformations of polynitrogen heterocycles: Building C-N bonds and beyond

Wen-Chao Yang^b, Cai-Yun Chen^b, Jun-Feng Li^c^,^#(), Zu-Li Wang^a^,^*()

^aCollege of Chemistry and Pharmaceutical Sciences, Qingdao Agricultural University, Qingdao 266109, Shandong, China
^bInstitute of Pesticide, School of Horticulture and Plant Protection, Yangzhou University, Yangzhou 225009, Jiangsu, China
^cInstitute of Ensiling and Processing of Grass, College of Agro-grassland Science, Nanjing Agricultural University, Nanjing 210095, Jiangsu, China

Received:2021-03-31 Revised:2021-03-31 Accepted:2021-04-06 Online:2021-11-18 Published:2021-05-21
Contact: Jun-Feng Li,Zu-Li Wang
About author:^#E-mail: ljf126ff@126.com
^*E-mail: wangzulichem@163.com;
Supported by:
National Natural Science Foundation of China(21772107);Shandong Province Key Research and Development Plan(2019GSF108017)

摘要/Abstract

摘要：

多聚氮杂环化合物在有机合成、药物化学以及材料化学等领域具有重要的作用. 人们已经在多聚氮杂环的修饰和可控转换领域取得了诸多突破性的研究成果. 在多种多聚氮杂环转换反应中, 脱氮是一类重要反应, 可以快速地构建其他氮杂环或者C-N键. 通常而言, 多聚氮杂环化合物更易于脱氮形成金属卡宾中间体, 继而发生后续串联或环化反应, 但涉及自由基中间体的多聚氮杂环脱氮反应尚未得到充分关注和研究.
在过去几年中, 得益于现代合成手段如有机光化学合成、有机电化学合成和有机光电合成等的革新, 自由基化学得到快速发展, 建立了很多多聚杂环脱氮自由基串联反应, 为高度复杂的杂环骨架或具有复杂杂环体系的天然产物提供了一条通用且便捷的合成路径. 光催化剂在有效地将可见光中的能量转移至非吸收化合物方面的应用越来越受到关注, 该方法可温和而有效地生成自由基, 以新的方式形成化学键. 此外, 啉钴与卟啉铁催化剂在多聚杂环的脱氮反应中亦展现出较好的催化性能.
本文综述了多聚氮杂环的脱氮自由基转化(C‒N键的构建)领域的最新进展, 重点讨论了脱氮生成自由基的方法与串联模式和反应机理, 分析了存在的挑战. 本文还根据反应底物的类别从四个模块展开讨论: (1) 苯并三嗪和苯并噻三嗪的自由基脱氮串联反应; (2) 苯并三氮唑的自由基脱氮串联反应; (3) 吡啶三氮唑与四氮唑的脱氮反应; (4) 3-氨基吲唑的自由基脱氮反应. 综上, 研究者们通过多聚氮杂环的脱氮自由基转化(C‒N键的构建)的方法合成了一些重要的药物分子及其前体, 并证明了该方法具有潜在的应用价值. 未来, 将多聚氮杂环脱氮反应应用于活性天然产物合成与修饰是非常可行的.

关键词: 脱氮, C-N键, 环化, 多聚氮杂环, 自由基

Abstract:

Polynitrogen heterocycles are readily available and have recently arisen as versatile synthons for the formation of various C-C and C-X bonds, and medicinally active nitrogen-containing heterocycles. Several cascade reactions, including annulation, radical cascade, and borylation reactions, have been reported in which polynitrogen heterocycles are applied as arylation reagents. The success of these exceptional reactions illustrates the great synthetic potential of polynitrogen heterocycles, which provides a direct and useful approach to arylation reactions and the synthesis of nitrogen-containing heterocycles. The use of photocatalysts to effectively transfer energy from visible light to non-absorbing compounds has gained increasing attention as this method allows for the mild and efficient generation of radicals in a controlled manner. This approach has thus led to new methods that involve unique bond formation reactions. In addition, the use of free radical intermediates stabilized by transition metal catalysts is a powerful way to construct new chemical bonds. The aim of this review is to highlight the rapidly expanding area of radical-initiated denitrogenative cascade reactions of polynitrogen heterocycles and elaborate on their mechanisms from a new perspective by using photocatalysis and metal-based catalysis.

Key words: Denitrogenation, C-N bond, Cyclization, Polynitrogen heterocycles, Radical

杨文超, 陈彩云, 李君风, 王祖利. 多聚氮杂环的脱氮自由基转化: C-N键的构建研究进展[J]. 催化学报, 2021, 42(11): 1865-1875.

Wen-Chao Yang, Cai-Yun Chen, Jun-Feng Li, Zu-Li Wang. Radical denitrogenative transformations of polynitrogen heterocycles: Building C-N bonds and beyond[J]. Chinese Journal of Catalysis, 2021, 42(11): 1865-1875.

×
扫码分享

导出引用管理器 EndNote|Ris|BibTeX

链接本文: https://www.cjcatal.com/CN/10.1016/S1872-2067(21)63814-7

https://www.cjcatal.com/CN/Y2021/V42/I11/1865

图/表 20

Scheme 1. Overview of radical-enabled denitrogenative reactions of polynitrogen heterocycles.

Scheme 2. Overview of the different radicals generated from polynitrogen heterocycles.

Scheme 3. Denitrogenative alkyne insertion in 1,2,3-benzotriazinones for the synthesis of isoquinolones.

Scheme 4. Intramolecular denitrogenative cyclization of 1,2,3,4 benzothiatriazine-1,1-dioxides.

Scheme 5. Radical triazole ring opening synthesis.

Scheme 6. Visible light-promoted functionalization of benzotriazoles.

Scheme 7. Photoinitiated denitrogenative cyclization of benzotriazoles and terminal alkynes.

Scheme 8. Photo-induced denitrogenation and C(sp2)-P bond formation of polynitrogen heterocycles using phosphites.

Scheme 9. Denitrogenative transannulation of pyridotriazoles with amines for the synthesis of imidazo[1,5-a]pyridines.

Scheme 10. Denitrogenative transannulation of pyridotriazoles for the synthesis of indolizines with alkynes.

Scheme 11. Co-catalyzed transannulation of pyridotriazoles with isothiocyanates and xanthate esters.

Scheme 12. Fe-catalyzed transannulation of 1,2,3,4-tetrazoles with alkynes or intramolecular cyclization.

Scheme 13. Fe-catalyzed transannulation of 1,2,3,4-tetrazoles coupled with rearrangement.

Scheme 14. Cu-catalyzed denitrogenative ring-opening of 3-aminoindazoles.

Scheme 15. Denitrogenation of 3-aminoindazoles for the synthesis of pyrimido [1,2-b]-indazoles and aromatic nitrile-derived dithioacetals.

Scheme 16. Denitrogenation of 3-aminoindazoles for the synthesis of 1,2-thiobenzonitriles.

Scheme 17. Denitrogenation of 3-aminoindazoles for the synthesis of diverse nitrile-containing triphenylenes.

Scheme 18. Denitrogenation of 3-aminoindazoles for the synthesis of benzothiophenes and isoquinolines.

Scheme 19. Cascade denitrogenative transannulation of 3-aminoindazoles towards 2,2-disubstituted indanones.

Scheme 20. Denitrogenation of 3-aminoindazoles for the C-H arylation of enamines.

参考文献

[1]	I. Nakamura, Y. Yamamoto, Chem. Rev., 2004, 104, 2127-2198.
[2]	I. V.Seregin, V. Gevorgyan, Chem. Soc. Rev., 2007, 36, 1173-1193.
[3]	E. Vitaku, D. T. Smith, J. T. Njardarson, J. Med. Chem., 2014, 57, 10257-10274.
[4]	J. A. Joule, K. Mills, Heterocyclic Chemistry, 5th ed, Wiley, Chichester, U.K., 2010.
[5]	A. R. Katritzky, X. F. Lan, J. Z. Yang, O. V. Denisko, Chem. Rev., 1998, 98, 409-548.
[6]	H.-Z. Zhang, L.-L. Gan, H. Wang, C.-H Zhou, Mini-Rev. Med. Chem., 2016, 17, 122-166.
[7]	S. Battula, A. Kumar, A. P. Gupta, Q. N. Ahmed, Org. Lett., 2015, 17, 5562-5565.
[8]	A. N. Desnoyer, J. A. Love, Chem. Soc. Rev., 2017, 46, 197-238.
[9]	W.-C. Yang, M.-M. Zhang, J.-G. Feng, Adv. Synth. Catal., 2020, 362, 4446-4461.
[10]	W. Yang, M. Zhang, W. Chen, X. Yang, J. Feng, Chin. J. Org. Chem., 2020, 40, 4060-4070.
[11]	W. Yang, B. Li, M. Zhang, S. Wang, Y. Ji, S. Dong, J. Feng, S. Yuan, Chin. Chem. Lett., 2020, 31, 1313-1316.
[12]	L.-Y. Xie, Y.-S. Liu, H.-R. Ding, S.-F. Gong, J.-X. Tan, J.-Y. He, Z. Cao, W.-M. He, Chin. J. Catal., 2020, 41, 1168-1173.
[13]	M.-M. Zhang, Y. Sun, W.-W. Wang, K.-K. Chen, W.-C. Yang, L. Wang, Org. Biomol. Chem., 2021, 19, 3844-3849.
[14]	D.-Q. Dong, H. Yang, J.-L. Shi, Z.-L. Wang, X.-M. Xu, Org. Chem. Front., 2020, 7, 2538-2575.
[15]	G.-H. Li, Q.-Q. Han, Y.-Y. Sun, D.-M. Chen, Z.-L. Wang, X.-M. Xu, X.-Y. Yu, Chin. Chem. Lett., 2020, 31, 3255-3258.
[16]	W.-C. Yang, J.-G. Feng, L. Wu, Y.-Q Zhang, Adv. Synth. Catal., 2019, 361, 1700-1709.
[17]	K. Sun, X. L. Chen, Y. L. Zhang, K. Li, X. Q. Huang, Y. Y. Peng, L. B. Qu, B. Yu, Chem. Commun., 2019, 55, 12615-12618.
[18]	D.-Q. Dong, Y.-Y. Sun, G.-H. Li, H. Yang, Z.-L. Wang, X.-M. Xu, Chin. J. Org. Chem., 2020, 40, 4071-4086.
[19]	X. Yuan, G. Yang, B. Yu, Chin. J. Org. Chem., 2020, 40, 3620-3632.
[20]	L.-H. Lu, S.-J. Zhou, W.-B. He, W. Xia, P. Chen, X. Yu, X. Xu, W.-M. He, Org. Biomol. Chem., 2018, 16, 9064-9068.
[21]	Q.-Q. Han, D.-M. Chen, Z.-L. Wang, Y.-Y. Sun, S.-H. Yang, J.-C. Song, D.-Q Dong, Chin. Chem. Lett., 2021, DOI: 10.1016/j.cclet.2021.02.018
[22]	L.-Y. Xie, S. Peng, L.-H. Yang, C. Peng, Y.-W. Lin, X. Yu, Z. Cao, Y.-Y. Peng, W.-M He, Green Chem., 2021, 23, 374-378.
[23]	G. Ding, Q. Wang, F. Liu, Y. Dan, L. Jiang, Chin. J. Catal., 2021, 42, 141-151.
[24]	J. M. R. Narayanam, C. R. J. Stephenson, Chem. Soc. Rev., 2011, 40, 102-113.
[25]	L.-Y. Xie, Y.-S. Liu, H.-R. Ding, S.-F. Gong, J.-X. Tan, J.-Y. He, Z. Cao, W.-M He, Chin. J. Catal., 2020, 41, 1168-1173.
[26]	D. Q. Dong, L. X. Li, G. H. Li, Q. Deng, Z. L. Wang, S. Long, Chin. J. Catal., 2019, 40, 1494-1498.
[27]	J. Wang, Q. Qian, Q. Chen, X.-P. Liu, Y. Luo, H. Xue, Z. Li, Chin. J. Catal., 2020, 41, 1511-1521.
[28]	B. Wang, L. Zou, L. Wang, M. Sun, P. Li, Chin. Chem. Lett., 2020, DOI: https://doi.org/10.1016/j.cclet.2020.08.013.
[29]	D. A. Nicewicz, D. W. C. MacMillan, Science, 2008, 322, 77-80.
[30]	M. A. Ischay, M. E. Anzovino, J. Du, T. P. Yoon, J. Am. Chem. Soc., 2008, 130, 12886-12887.
[31]	J. M. R. Narayanam, J. W. Tucker, C. R. J. Stephenson, J. Am. Chem. Soc., 2009, 131, 8756-8757.
[32]	J.-R. Chen, X.-Q. Hu, L.-Q. Lu, W.-J Xiao, Chem. Soc. Rev., 2016, 45, 2044-2056.
[33]	D. Liu, Y. Li, X. Qi, C. Liu, Y. Lan, A. Lei, Org. Lett., 2015, 17, 998-1001.
[34]	M. T. Lemaire, Pure Appl. Chem., 2004, 76, 277-293.
[35]	I. Ghosh, L. Marzo, A. Das, R. Shaikh, B. König, Acc. Chem. Res., 2016, 49, 1566-1577.
[36]	W. Luo, K. Yang, B. Yin, Chin. J. Org. Chem., 2020, 40, 2290-2306.
[37]	T. Miura, M. Yamauchi, M. Murakami, Org. Lett., 2008, 10, 3085-3088.
[38]	T. Horneff, S. Chuprakov, N. Chernyak, V. Gevorgyan, V. V. Fokin, J. Am. Chem. Soc., 2008, 130, 14972-14974.
[39]	H. Wang, S. Yu, Org. Lett., 2015, 17, 4272-4275.
[40]	F. Chen, S. Hu, S. Li, G. Tang, Y. Zhao, Green Chem., 2021, 23, 296-301.
[41]	Y.-Y. Han, H. Wang, S. Yu, Org. Chem. Front., 2016, 3, 953-956.
[42]	H. C. Kolb, K. B. Sharpless, Drug Discovery Today, 2003, 8, 1128-1137.
[43]	D. Yi, Y. Wu, C. Chen, L. Wang, Q. Wang, L. Pu, S. Wei, Chin. Chem. Lett., 2019, 30, 1059-1062.
[44]	F. Zhang, Q. Lai, X. Shi, Z. Song, Chin. Chem. Lett., 2019, 30, 392-394.
[45]	W. Yang, T. Miao, P. Li, L. Wang, RSC Adv., 2015, 5, 95833-95839.
[46]	V. V. Rostovtsev, L. G. Green, V. V. Fokin, K. B. Sharpless, Angew. Chem. Int. Ed., 2002, 41, 2596-2599.
[47]	H. C. Kolb, M. G. Finn, K. B. Sharpless, Angew. Chem. Int. Ed., 2001, 40, 2004-2021.
[48]	W.-C. Yang, P. Dai, K. Luo, Y.-G. Ji, L. Wu, Adv. Synth. Catal., 2017, 359, 2390-2395.
[49]	X. Ren, Z. Lu, Chin. J. Catal., 2019, 40, 1003-1019.
[50]	W. Wei, Q. Li, M. Zhang, W. He, Chin. J. Catal., 2021, 42, 731-742.
[51]	L. Xiong, H. Hu, C.-W. Wei, B. Yu, Eur. J. Org. Chem., 2020, 2020, 1588-1597.
[52]	D.-M. Chen, Y.-Y. Sun, Q.-Q. Han, Z.-L Wang, Tetrahedron Lett., 2020, 61, 152482.
[53]	J. Sun, G. Zheng, Y. Fu, Q. Zhang, Y. Wang, Q. Zhang, Q. Zhang, Y. Li, Chin. J. Catal., 2018, 39, 138-145.
[54]	Y. Mei, L. Zhao, Q. Liu, S. Ruan, L. Wang, P. Li, Green Chem., 2020, 22, 2270-2278.
[55]	Z. Y. Gan, G. Q. Li, X. B. Yang, Q. L. Yan, G. Y. Xu, G. Y. Li, Y. Y. Jiang, D. S. Yang, Sci. China Chem., 2020, 63, 1652-1658.
[56]	L. Wang, Y. Zhang, M. Zhang, P. Bao, X. Lv, H.-G. Liu, X. Zhao, J.-S. Li, Z. Luo, W. Wei, Tetrahedron Lett., 2019, 60, 1845-1848.
[57]	F. L. Zeng, K. Sun, X. L. Chen, X. Y. Yuan, S. Q. He, Y. Liu, Y. Y. Peng, L. B. Qu, Q. Y. Lv, B. Yu, Adv. Synth. Catal., 2019, 361, 5176-5181.
[58]	Y. Su, J. L. Petersen, T. L. Gregg, X. Shi, Org. Lett., 2015, 17, 1208-1211.
[59]	M. Teders, A. Gómez-Suárez, L. Pitzer, M. N. Hopkinson, F. Glorius, Angew. Chem. Int. Ed., 2017, 56, 902-906.
[60]	M. Teders, L. Pitzer, S. Buss, F. Glorius, ACS Catal., 2017, 7, 4053-4056.
[61]	Y. Jian, M. Chen, B. Huang, W. Jia, C. Yang, W. Xia, Org. Lett., 2018, 20, 5370-5374.
[62]	H. M. L. Davies, J. S. Alford, Chem. Soc. Rev., 2014, 43, 5151-5162.
[63]	D. Q. Dong, W. J. Chen, D. M. Chen, L. X. Li, G. H. Li, Z. L. Wang, Q. Deng, S. Long, Chin. J. Org. Chem., 2019, 39, 3190-3198.
[64]	V. Helan, A. V. Gulevich, V. Gevorgyan, Chem. Sci., 2015, 6, 1928-1931.
[65]	L. X. Li, D. Q. Dong, S. H. Hao, Z. L. Wang, Tetrahedron Lett., 2018, 59, 1517-1520.
[66]	Y. Shi, V. Gevorgyan, Chem. Commun., 2015, 51, 17166-17169.
[67]	A. Joshi, D. C. Mohan, S. Adimurthy, Org. Lett., 2016, 18, 464-467.
[68]	H. M. L. Davies, J. S. Alford, Chem. Soc. Rev., 2014, 43, 5151-5162.
[69]	A. V. Gulevich, V. Gevorgyan, Angew. Chem., Int. Ed., 2013, 52, 1371-1737.
[70]	W. Li, J. Zhang, Chem. Eur. J., 2020, 26, 11931-11945.
[71]	S. Roy, S. K. Das, B. Chattopadhyay, Angew. Chem. Int. Ed., 2018, 57, 2238-2243.
[72]	Z. Zhang, V. Gevorgyan, Org. Lett., 2020, 22, 8500-8504.
[73]	S. Roy, H. Khatua, S. K. Das, B. Chattopadhyay, Angew. Chem. Int. Ed., 2019, 58, 11439-11443.
[74]	H. M. L. Davies, D. Morton, Chem. Soc. Rev., 2011, 40, 1857-1869.
[75]	J. Wencel-Delord, T. Droge, F. Liu, F. Glorius, Chem. Soc. Rev., 2011, 40, 4740-4761.
[76]	J. Xie, C. Pan, A. Abdukader, C. Zhu, Chem. Soc. Rev., 2014, 43, 5245-5256.
[77]	C. Liu, D. Liu, A. Lei, Acc. Chem. Res., 2014, 47, 3459-3471.
[78]	B.-J. Li, Z.-J Shi, Chem. Soc. Rev., 2012, 41, 5588-5598.
[79]	S. K. Das, S. Roy, H. Khatua, B. Chattopadhyay, J. Am. Chem. Soc., 2020, 142, 16211-16217.
[80]	W. Li, W. Xu, J. Xie, S. Yu, C. Zhu, Chem. Soc. Rev., 2018, 47, 654-667.
[81]	G. Zhang, Y. Liu, J. Zhao, Y. Li, Q. Zhang, Sci. China Chem., 2019, 62, 1476-1491.
[82]	S. Roy, S. K. Das, H. Khatua, S. Das, K. N. Singh, B. Chattopadhyay, Angew. Chem. Int. Ed., 2021, 60, 8772-8780.
[83]	Y. Zhou, Y. Wang, Y. Lou, Q. Song, Org. Lett., 2018, 20, 6494-6497.
[84]	Q. Gao, X. Han, P. Tong, Z. Zhang, H. Shen, Y. Guo, S. Bai, Org. Lett., 2019, 21, 6074-6078.
[85]	J.-Y. Chen, Y.-W. Lin, W.-M He, Chin. Chem. Lett., 2020, 31, 2989-2990.
[86]	J. Ren, X. Yan, X. Cui, C. Pi, Y. Wu, X. Cui, Green Chem., 2020, 22, 265-269.
[87]	Y. Zhou, S. Deng, S. Mai, Q. Song, Org. Lett., 2018, 20, 6161-6165.
[88]	Y. Zhou, Q. Song, Org. Chem. Front., 2018, 5, 3245-3249.
[89]	X.-M. Xu, D.-M. Chen, Z.-L. Wang, Chin. Chem. Lett., 2020, 31, 49-57.
[90]	Y. Ren, D. Zeng, W.-J. Ong, Chin. J. Catal., 2019, 40, 289-319.
[91]	Y. Zhou, Y. Wang, Y. Lou, Q. Song, Chem. Commun., 2019, 55, 10265-10268.
[92]	Y. Zhou, L. Lin, Y. Wang, J. Zhu, Q. Song, Org. Lett., 2019, 21, 7630-7634.
[93]	Y. Zhou, Y. Wang, Y. Lou, Q. Song, Org. Lett., 2019, 21, 8869-8873.
[94]	J. Teng, S. Sun, J.-T. Yu,J. Cheng, J. Org. Chem., 2019, 84, 15669-15676.
[95]	K. Gopalaiah, H. B. Kagan, Chem. Rev., 2011, 111, 4599-4657.
[96]	Q. Wang, J. Xie, Q. Zhou, Chin. J. Org. Chem., 2019, 39, 2264-2269.
[97]	J.-P. Wan, Y. Gao, Chem. Rec., 2016, 16, 1164-1177.
[98]	Y. Zhou, Y. Wang, Z. Song, T. Nakano, Q. Song, Org. Chem. Front., 2020, 7, 25-29.

多聚氮杂环的脱氮自由基转化: C-N键的构建研究进展

Radical denitrogenative transformations of polynitrogen heterocycles: Building C-N bonds and beyond

RichHTML

PDF

可视化

摘要/Abstract

引用本文

使用本文

扫码分享

图/表 20

参考文献

相关文章 15

编辑推荐

Metrics

[1]	周双龙, 赵亮, 吕征, 代钰, 张琦, 赖建平, 王磊. 局部氧自由基的性质促进电催化乙醇选择性生成CO₂[J]. 催化学报, 2023, 52(9): 154-163.
[2]	关志朋, 杨东锋, 刘钊, 朱书祥, 仲星星, 王华敏, 李向伟, 戚孝天, 易红, 雷爱文. 区域选择性地电化学氧化自由基参与的邻位-(4 + 2)/原位-(3 + 2)环化[J]. 催化学报, 2023, 52(9): 144-153.
[3]	刘海峰, 黄祥, 陈加藏. 电子态调控促进氢气无损耗纯化中CO的光致富集和氧化[J]. 催化学报, 2023, 51(8): 49-54.
[4]	张丽丽, 李雨杭, 郭镇宇, 李艳涛, 李埝, 李伟鹏, 朱成建, 谢劲. 光催化酰基自由基与缺电子1,3-二烯的选择性1,6-加成反应实现羧酸的脱氧烯丙基化[J]. 催化学报, 2023, 50(7): 215-221.
[5]	曾繁林, 朱虎林, 王茹楠, 袁晓亚, 孙凯, 屈凌波, 陈晓岚, 於兵. 一种用于光催化C(sp²)‒H键官能团化通用的非均相钒酸铋催化剂[J]. 催化学报, 2023, 46(3): 157-166.
[6]	黄志鹏, 杨阳, 穆骏驹, 李根恒, 韩建宇, 任濮宁, 张健, 罗能超, 韩克利, 王峰. 利用金属-自由基相互作用调控自由基的定向转化[J]. 催化学报, 2023, 45(2): 120-131.
[7]	田昊, 徐冰君. 六方氮化硼催化的乙烷丙烷共脱氢: 一种C-H键活化和机理研究的有效手段[J]. 催化学报, 2022, 43(8): 2173-2182.
[8]	易雅平, 席婵娟. 光催化苄基邻卤芳醚与CO₂的连续去芳构化/羧化反应合成螺环羧酸[J]. 催化学报, 2022, 43(7): 1652-1656.
[9]	吴鹏, 张锦岩, 陈倩倩, 彭炜, 王斌举. 对比生物体系以及合成体系中单核铜氧物种对碳氢键和氧氢键活化的理论研究展望[J]. 催化学报, 2022, 43(4): 913-927.
[10]	王芃梓, 肖文精, 陈加荣. 基于1,3-二烯的自由基反应的近期研究进展[J]. 催化学报, 2022, 43(3): 548-557.
[11]	张少南, 曹石, 林玉妹, 沙利源, 陆成, 龚磊. 光催化甲苯衍生物、环烷烃与无机亚磺酸盐的位点选择性C(sp³)-H砜基化[J]. 催化学报, 2022, 43(3): 564-570.
[12]	俞浩然, 刘丹旭, 王恒屹, 于海爽, 闫青云, 嵇家辉, 张金龙, 邢明阳. CoP助催化光芬顿中单线态氧协同表面吸附羟基自由基降解苯酚[J]. 催化学报, 2022, 43(10): 2678-2689.
[13]	邹世辉, 李志年, 周秋月, 潘洋, 袁文涛, 贺磊, 王申亮, 文武, 刘娟娟, 王勇, 杜永华, 杨玖重, 肖丽萍, 小林久芳, 范杰. 表面偶联甲基自由基实现低温高效甲烷氧化偶联[J]. 催化学报, 2021, 42(7): 1117-1125.
[14]	魏文廷, 李强, 张明忠, 何卫民. 氮自由基启动的1,n-烯炔环化反应[J]. 催化学报, 2021, 42(5): 731-742.
[15]	马晓旭, 邱盟峯, 葛亮, 李晓岩, 李亚军, 吴莉, 鲍红丽. 酞菁铁催化烯烃自由基膦叠氮化反应: 利用叠氮快速转移合成膦叠氮的温和方法[J]. 催化学报, 2021, 42(10): 1634-1640.