可见光诱导甲酸盐参与的烯烃氢羧化反应
收稿日期: 2022-02-08
修回日期: 2022-04-11
网络出版日期: 2022-04-22
基金资助
国家自然科学基金(21901118); 江苏省自然科学基金(BK20190430); 重点高校基础科研业务费专项资金(30921011206)
Hydrocarboxylation of Alkenes with Formate Salts via Photocatalysis
Received date: 2022-02-08
Revised date: 2022-04-11
Online published: 2022-04-22
Supported by
National Natural Science Foundation of China(21901118); Natural Science Foundation of Jiangsu Province(BK20190430); Fundamental Research Funds for the Central Universities(30921011206)
发展了一种温和条件下以甲酸盐作为还原剂和羰基来源的β-选择性烯烃氢羧化反应. 利用该方法, 一系列的烯烃能够被有效地转化为高价值的羧酸产品. 该方法具备催化剂用量小、官能团耐受性好、易于放大等特点.
关键词: 烯烃; 氢羧化; 光催化; 二氧化碳自由基负离子; 甲酸盐
黄燕 , 张谦 , 詹乐武 , 侯静 , 李斌栋 . 可见光诱导甲酸盐参与的烯烃氢羧化反应[J]. 有机化学, 2022 , 42(8) : 2568 -2573 . DOI: 10.6023/cjoc202202008
A transition-metal-free β-selective hydrocarboxylation of alkenes under mild conditions has been developed using a formate salt as the reductant, carbonyl source. A broad range of alkenes were compatible with this method and can be efficiently converted into value-added carboxylic acid products. This method also features low catalyst loading, good functional group tolerance, and easy scalability.
| [1] | Kiss, G. Chem. Rev. 2001, 101, 3435. |
| [2] | Wu, X.-F.; Fang, X.-J.; Wu, L.-P.; Jackstell, R.; Neumann, H.; Beller, M. Acc. Chem. Res. 2014, 47, 1041. |
| [3] | Hou, Y.; Niu, M.; Wu, W. Ind. Eng. Chem. Res. 2020, 59, 16899. |
| [4] | Ra, E.-C.; Kim, K.-Y.; Kim, E.-H.; Lee, H.; An, K.; Lee. J.-S. ACS Catal. 2020, 10, 11318. |
| [5] | Tortajada, A.; Juliá-Hernández, F.; Börjesson, M.; Moragas, T.; Martin, R. Angew. Chem. Int. Ed. 2018, 57, 15948. |
| [6] | Wu, L.-P.; Liu, Q.; Jackstell, R.; Beller, M. Angew. Chem. Int. Ed. 2014, 53, 6310. |
| [7] | Hendy, C.-M.; Smith, G.-C.; Xu, Z.-H.; Lian, T.-Q.; Jui, N.-T. J. Am. Chem. Soc. 2021, 143, 8987. |
| [8] | Chmiel, A.-F.; Williams, O.-P.; Chernowsky, C.-P.; Yeung, C.-S.; Wickens. Z.-K. J. Am. Chem. Soc. 2021, 143, 10882. |
| [9] | Alektiar, S.-N.; Wickens. Z.-K. J. Am. Chem. Soc. 2021, 143, 13022. |
| [10] | Koppenol, W.-H.; Rush, J.-D. J. Phys. Chem. 1987, 91, 4429. |
| [11] | Huang, Y.; Hou, J.; Zhan, L.-W.; Zhang, Q.; Tang, W.-Y.; li, B.-D. ACS Catal. 2021, 11, 15004. |
| [12] | Péault, L.; Planchat, A.; Nun, P.; Grognec, E.-L; Coeffard. V. J. Org. Chem. 2021, 86, 18192. |
| [13] | Liu, W.; Ren, W.-L.; Li, J.-F.; Shi, Y.; Chang, W.-J.; Shi, Y. Org. Lett. 2017, 19, 1748. |
| [14] | Guđmundsson, A.; Gustafson, K.-P.-J.; Mai, B.-K.; Yang, B.; Himo, F.; Bäckvall, J.-E. ACS Catal. 2018, 8, 11134. |
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