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Готові списки джерел за темами / Copper Photoredox catalysis / Статті в журналах

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Статті в журналах з теми "Copper Photoredox catalysis"

Автор: Grafiati

Опубліковано: 24 травня 2025

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1

Zhang, Yajing, Qian Wang, Zongsheng Yan, Donglai Ma, and Yuguang Zheng. "Visible-light-mediated copper photocatalysis for organic syntheses." Beilstein Journal of Organic Chemistry 17 (October 12, 2021): 2520–42. http://dx.doi.org/10.3762/bjoc.17.169.

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Анотація:

Photoredox catalysis has been applied to renewable energy and green chemistry for many years. Ruthenium and iridium, which can be used as photoredox catalysts, are expensive and scarce in nature. Thus, the further development of catalysts based on these transition metals is discouraged. Alternative photocatalysts based on copper complexes are widely investigated, because they are abundant and less expensive. This review discusses the scope and application of photoinduced copper-based catalysis along with recent progress in this field. The special features and mechanisms of copper photocatalysis and highlights of the applications of the copper complexes to photocatalysis are reported. Copper-photocatalyzed reactions, including alkene and alkyne functionalization, organic halide functionalization, and alkyl C–H functionalization that have been reported over the past 5 years, are included.

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2

McLean, Euan B., Vincent Gauchot, Sebastian Brunen, David J. Burns, and Ai-Lan Lee. "Dual copper- and photoredox-catalysed C(sp2)–C(sp3) coupling." Chemical Communications 55, no. 29 (2019): 4238–41. http://dx.doi.org/10.1039/c9cc01718f.

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The use of copper catalysis with visible light photoredox catalysis in a cooperative fashion has recently emerged as a versatile means of developing new C–C bond forming reactions. In this work, dual copper and photoredox catalysis is exploited to effect C(sp²)–C(sp³) cross-couplings between aryl boronic acids and benzyl bromides.

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3

Querard, Pierre, Inna Perepichka, Eli Zysman-Colman, and Chao-Jun Li. "Copper-catalyzed asymmetric sp3 C–H arylation of tetrahydroisoquinoline mediated by a visible light photoredox catalyst." Beilstein Journal of Organic Chemistry 12 (December 6, 2016): 2636–43. http://dx.doi.org/10.3762/bjoc.12.260.

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This report describes a highly enantioselective oxidative sp3 C–H arylation of N-aryltetrahydroisoquinolines (THIQs) through a dual catalysis platform. The combination of the photoredox catalyst, [Ir(ppy)2(dtbbpy)]PF6, and chiral copper catalysts provide a mild and highly effective sp3 C–H asymmetric arylation of THIQs.

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4

Hossain, Asik, Aditya Bhattacharyya, and Oliver Reiser. "Copper’s rapid ascent in visible-light photoredox catalysis." Science 364, no. 6439 (May 2, 2019): eaav9713. http://dx.doi.org/10.1126/science.aav9713.

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Анотація:

Visible-light photoredox catalysis offers a distinct activation mode complementary to thermal transition metal catalyzed reactions. The vast majority of photoredox processes capitalizes on precious metal ruthenium(II) or iridium(III) complexes that serve as single-electron reductants or oxidants in their photoexcited states. As a low-cost alternative, organic dyes are also frequently used but in general suffer from lower photostability. Copper-based photocatalysts are rapidly emerging, offering not only economic and ecological advantages but also otherwise inaccessible inner-sphere mechanisms, which have been successfully applied to challenging transformations. Moreover, the combination of conventional photocatalysts with copper(I) or copper(II) salts has emerged as an efficient dual catalytic system for cross-coupling reactions.

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5

Liu, Yongjun, Wenping Luo, Tingting Xia, Yewen Fang, Chan Du, Xiaoping Jin, Yan Li, Li Zhang, Wan Lei, and Hao Wu. "Merging radical-polar crossover/cycloisomerization processes: access to polyfunctional furans enabled by metallaphotoredox catalysis." Organic Chemistry Frontiers 8, no. 8 (2021): 1732–38. http://dx.doi.org/10.1039/d0qo01472a.

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Metallaphotoredox catalysis for furan synthesis: The cyclisation of yne-enones proceeds smoothly via consecutive reductive radical-polar crossover and cycloisomerization processes enabled by cooperative photoredox-neutral and copper catalysis.

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6

Tao, Chuanzhou, Bin Wang, Lei Sun, Zhou Liu, Yadong Zhai, Xiulian Zhang, and Jian Wang. "Merging visible-light photoredox and copper catalysis in catalytic aerobic oxidation of amines to nitriles." Organic & Biomolecular Chemistry 15, no. 2 (2017): 328–32. http://dx.doi.org/10.1039/c6ob02510b.

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7

Wang, Dinghai, Na Zhu, Pinhong Chen, Zhenyang Lin, and Guosheng Liu. "Enantioselective Decarboxylative Cyanation Employing Cooperative Photoredox Catalysis and Copper Catalysis." Journal of the American Chemical Society 139, no. 44 (October 30, 2017): 15632–35. http://dx.doi.org/10.1021/jacs.7b09802.

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8

Mastandrea, Marco M., Santiago Cañellas, Xisco Caldentey, and Miquel A. Pericàs. "Decarboxylative Hydroalkylation of Alkynes via Dual Copper-Photoredox Catalysis." ACS Catalysis 10, no. 11 (May 20, 2020): 6402–8. http://dx.doi.org/10.1021/acscatal.0c01742.

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9

Tan, Fen, and You-Quan Zou. "Multicomponent cross coupling via synergistic photoredox and copper catalysis." Science Bulletin 65, no. 18 (September 2020): 1516–18. http://dx.doi.org/10.1016/j.scib.2020.05.026.

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10

Le, Chip, Tiffany Q. Chen, Tao Liang, Patricia Zhang, and David W. C. MacMillan. "A radical approach to the copper oxidative addition problem: Trifluoromethylation of bromoarenes." Science 360, no. 6392 (May 31, 2018): 1010–14. http://dx.doi.org/10.1126/science.aat4133.

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Transition metal–catalyzed arene functionalization has been widely used for molecular synthesis over the past century. In this arena, copper catalysis has long been considered a privileged platform due to the propensity of high-valent copper to undergo reductive elimination with a wide variety of coupling fragments. However, the sluggish nature of oxidative addition has limited copper’s capacity to broadly facilitate haloarene coupling protocols. Here, we demonstrate that this copper oxidative addition problem can be overcome with an aryl radical–capture mechanism, wherein the aryl radical is generated through a silyl radical halogen abstraction. This strategy was applied to a general trifluoromethylation of aryl bromides through dual copper-photoredox catalysis. Mechanistic studies support the formation of an open-shell aryl species.

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11

Reed, Nicholas L., Madeline I. Herman, Vladimir P. Miltchev, and Tehshik P. Yoon. "Tandem copper and photoredox catalysis in photocatalytic alkene difunctionalization reactions." Beilstein Journal of Organic Chemistry 15 (February 5, 2019): 351–56. http://dx.doi.org/10.3762/bjoc.15.30.

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Анотація:

Oxidative alkene difunctionalization reactions are important in synthetic organic chemistry because they can install polar functional groups onto simple non-polar alkene moieties. Many of the most common methods for these reactions rely upon the reactivity of pre-oxidized electrophilic heteroatom donors that can often be unstable, explosive, or difficult to handle. Herein, we describe a method for alkene oxyamination and diamination that utilizes simple carbamate and urea groups as nucleophilic heteroatom donors. This method uses a tandem copper–photoredox catalyst system that is operationally convenient. The identity of the terminal oxidant is critical in these studies. Ag(I) salts proved to be unique in their ability to turn over the copper cocatalyst without deleteriously impacting the reactivity of the organoradical intermediates.

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12

Földesi, Tamás, Gellért Sipos, Réka Adamik, Bálint Nagy, Balázs L. Tóth, Attila Bényei, Krisztina J. Szekeres, et al. "Design and application of diimine-based copper(i) complexes in photoredox catalysis." Organic & Biomolecular Chemistry 17, no. 36 (2019): 8343–47. http://dx.doi.org/10.1039/c9ob01331h.

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13

Sha, Wanxing, Lingling Deng, Shengyang Ni, Haibo Mei, Jianlin Han, and Yi Pan. "Merging Photoredox and Copper Catalysis: Enantioselective Radical Cyanoalkylation of Styrenes." ACS Catalysis 8, no. 8 (July 19, 2018): 7489–94. http://dx.doi.org/10.1021/acscatal.8b01863.

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14

Yong, Xin, Ya-Fei Han, Yang Li, Ren-Jie Song, and Jin-Heng Li. "Alkylarylation of styrenes via direct C(sp3)–Br/C(sp2)–H functionalization mediated by photoredox and copper cooperative catalysis." Chemical Communications 54, no. 91 (2018): 12816–19. http://dx.doi.org/10.1039/c8cc07587e.

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Анотація:

For straightforward access to various substituted 1,1-diarylalkanes a photoredox-catalyzed and copper-promoted 1,2-alkylarylation reaction of styrenes has been developed, which uses α-carbonyl alkyl bromides and N,N-disubstituted anilines as functionalization reagents.

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15

Liang, Yufan, Xiaheng Zhang, and David W. C. MacMillan. "Decarboxylative sp3 C–N coupling via dual copper and photoredox catalysis." Nature 559, no. 7712 (June 20, 2018): 83–88. http://dx.doi.org/10.1038/s41586-018-0234-8.

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16

Jennah, Oumayma, Redouane Beniazza, Cédric Lozach, Damien Jardel, Florian Molton, Carole Duboc, Thierry Buffeteau, et al. "Photoredox Catalysis at Copper(II) on Chitosan: Application to Photolatent CuAAC." Advanced Synthesis & Catalysis 360, no. 23 (October 22, 2018): 4615–24. http://dx.doi.org/10.1002/adsc.201800964.

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17

Ye, Tian, and Yifeng Wang. "Dual Photoredox/Copper Catalysis Enabled Three-Component Defluorinative Alkylboration of Alkenes." Chinese Journal of Organic Chemistry 44, no. 2 (2024): 663. http://dx.doi.org/10.6023/cjoc202400008.

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18

Liu, Yantao, Keyong Zhu, Yuting Kong, Xiao Li, Jie Cui, Yifan Xia, Jingjing Zhao, Shaofeng Duan, and Pan Li. "Merging Gold/Copper Catalysis and Copper/Photoredox Catalysis: An Approach to Alkyl Oxazoles from N-Propargylamides." Journal of Organic Chemistry 86, no. 24 (December 6, 2021): 18247–56. http://dx.doi.org/10.1021/acs.joc.1c02668.

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19

Wu, Xianda, Minghong Chen, Shuiyun Zheng, Jie Wu, Gang Liu, and Fu-Sheng He. "Photoinduced Synthesis of Sulfonyl-Containing Phosphorothioates via a Three-Component Reaction." Molecules 28, no. 23 (November 30, 2023): 7869. http://dx.doi.org/10.3390/molecules28237869.

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Анотація:

Both sulfonyl and phosphorothioate are important privileged structural motifs which are widely presented in pharmaceuticals and agrochemicals. Herein, we describe an efficient approach to synthesizing sulfonyl-containing phosphorothioates by merging photoredox and copper catalysis at room temperature. This protocol is compatible with a wide range of substrates and can be applied to the late-stage modification of complex molecules. Control experiments are conducted to demonstrate the generation of the sulfonyl radical in the transformation.

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20

Zhang, Hao, Pengxiang Zhang, Min Jiang, Haijun Yang та Hua Fu. "Merging Photoredox with Copper Catalysis: Decarboxylative Alkynylation of α-Amino Acid Derivatives". Organic Letters 19, № 5 (15 лютого 2017): 1016–19. http://dx.doi.org/10.1021/acs.orglett.6b03888.

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21

Chen, Hui, Weiwei Jin, and Shouyun Yu. "Enantioselective Remote C(sp3)–H Cyanation via Dual Photoredox and Copper Catalysis." Organic Letters 22, no. 15 (July 22, 2020): 5910–14. http://dx.doi.org/10.1021/acs.orglett.0c02008.

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22

Mao, Runze, Adrian Frey, Jonathan Balon, and Xile Hu. "Decarboxylative C(sp3)–N cross-coupling via synergetic photoredox and copper catalysis." Nature Catalysis 1, no. 2 (February 2018): 120–26. http://dx.doi.org/10.1038/s41929-017-0023-z.

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23

Griffin, Jeremy D., Cortney L. Cavanaugh, and David A. Nicewicz. "Reversing the Regioselectivity of Halofunctionalization Reactions through Cooperative Photoredox and Copper Catalysis." Angewandte Chemie International Edition 56, no. 8 (January 20, 2017): 2097–100. http://dx.doi.org/10.1002/anie.201610722.

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24

Griffin, Jeremy D., Cortney L. Cavanaugh, and David A. Nicewicz. "Reversing the Regioselectivity of Halofunctionalization Reactions through Cooperative Photoredox and Copper Catalysis." Angewandte Chemie 129, no. 8 (January 20, 2017): 2129–32. http://dx.doi.org/10.1002/ange.201610722.

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25

Qian, Siran, Tanya M. Lazarus, and David A. Nicewicz. "Enantioselective Amino- and Oxycyanation of Alkenes via Organic Photoredox and Copper Catalysis." Journal of the American Chemical Society 145, no. 33 (August 14, 2023): 18247–52. http://dx.doi.org/10.1021/jacs.3c06936.

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26

Pampana, V. Kishore Kumar, Vaibhav Pramod Charpe, Arunachalam Sagadevan, Deb Kumar Das, Chun-Cheng Lin, Jih Ru Hwu, and Kuo Chu Hwang. "Oxy-sulfonylation of terminal alkynes via C–S coupling enabled by copper photoredox catalysis." Green Chemistry 23, no. 10 (2021): 3569–74. http://dx.doi.org/10.1039/d1gc00736j.

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Анотація:

We present a highly efficient and eco-friendly synthesis of β-keto sulfones using simple copper(i) iodide as a catalyst and molecular oxygen as an oxidant under low energy visible light at room temperature.

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27

Zhang, Heng-Rui, Dao-Qian Chen, Ya-Ping Han, Yi-Feng Qiu, Dong-Po Jin та Xue-Yuan Liu. "Merging photoredox with copper catalysis: decarboxylative difluoroacetylation of α,β-unsaturated carboxylic acids with ICF2CO2Et". Chemical Communications 52, № 79 (2016): 11827–30. http://dx.doi.org/10.1039/c6cc06284a.

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28

Yang, Shaoqiang, Miao Chen, and Pingping Tang. "Visible‐Light Photoredox‐Catalyzed and Copper‐Promoted Trifluoromethoxylation of Arenediazonium Tetrafluoroborates." Angewandte Chemie International Edition 58, no. 23 (June 3, 2019): 7840–44. http://dx.doi.org/10.1002/anie.201901447.

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29

Guo, Xiaoning, and Lizhu Wu. "Enantioselective Carbocyanation of 1,3-Dienes by Dual Visible-Light Photoredox and Copper Catalysis." Chinese Journal of Organic Chemistry 41, no. 6 (2021): 2515. http://dx.doi.org/10.6023/cjoc202100041.

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30

Cheng, Zhongming, Pinhong Chen, and Guosheng Liu. "Enantioselective Cyanation of Remote C-H Bonds via Cooperative Photoredox and Copper Catalysis." Acta Chimica Sinica 77, no. 9 (2019): 856. http://dx.doi.org/10.6023/a19070252.

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31

Frédéric, Christophe J. M., Jérôme Cornil, Mathilde Vandamme, Lidia Dumitrescu, Abdellatif Tikad, Raphaël Robiette, and Stéphane P. Vincent. "Highly (Z)-Diastereoselective Synthesis of Trifluoromethylated exo-Glycals via Photoredox and Copper Catalysis." Organic Letters 20, no. 21 (October 12, 2018): 6769–73. http://dx.doi.org/10.1021/acs.orglett.8b02891.

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32

Reed, Nicholas L., Madeline I. Herman, Vladimir P. Miltchev, and Tehshik P. Yoon. "Photocatalytic Oxyamination of Alkenes: Copper(II) Salts as Terminal Oxidants in Photoredox Catalysis." Organic Letters 20, no. 22 (November 8, 2018): 7345–50. http://dx.doi.org/10.1021/acs.orglett.8b03345.

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33

Chen, Hong‐Wei, Fu‐Dong Lu, Ying Cheng, Yue Jia, Liang‐Qiu Lu, and Wen‐Jing Xiao. "Asymmetric Deoxygenative Cyanation of Benzyl Alcohols Enabled by Synergistic Photoredox and Copper Catalysis †." Chinese Journal of Chemistry 38, no. 12 (October 29, 2020): 1671–75. http://dx.doi.org/10.1002/cjoc.202000309.

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34

Alhomaidan, Lama M., Haja Tar, Abrar S. Alnafisah, Lotfi M. Aroua, Noura KouKi, Fahad M. Alminderej, and Jacques Lalevee. "Copper II Complexes Based on Benzimidazole Ligands as a Novel Photoredox Catalysis for Free Radical Polymerization Embedded Gold and Silver Nanoparticles." Polymers 15, no. 5 (March 3, 2023): 1289. http://dx.doi.org/10.3390/polym15051289.

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Анотація:

The copper II complex’s novel benzimidazole Schiff base ligands were manufactured and gauged as a new photoredox catalyst/photoinitiator amalgamated with triethylamine (TEA) and iodonium salt (Iod) for the polymerization of ethylene glycol diacrylate while exposed to visible light by an LED Lamp at 405 nm with an intensity of 543 mW/cm2 at 28 °C. Gold and silver nanoparticles were obtained through the reactivity of the copper II complexes with amine/Iod salt. The size of NPs was around 1–30 nm. Lastly, the high performance of copper II complexes for photopolymerization containing nanoparticles is presented and examined. Ultimately, the photochemical mechanisms were observed using cyclic voltammetry. The preparation of the polymer nanocomposite nanoparticles in situ was photogenerated during the irradiation LED at 405 nm with an intensity of 543 mW/cm2 at 28 °C process. UV-Vis, FTIR, and TEM analyses were utilized for the determination of the generation of AuNPs and AgNPs which resided within the polymer matrix.

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35

Zhou, Xin, Zhiyuan Peng, Peng George Wang, Qingchao Liu, and Tiezheng Jia. "Atom Transfer Radical Addition to Styrenes with Thiosulfonates Enabled by Synergetic Copper/Photoredox Catalysis." Organic Letters 23, no. 3 (January 11, 2021): 1054–59. http://dx.doi.org/10.1021/acs.orglett.0c04254.

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36

Wang, Guanchao, Ting Zhang, Weiwei Yu, Rui Si, Yuefeng Liu, and Zhongkui Zhao. "Modulating Location of Single Copper Atoms in Polymeric Carbon Nitride for Enhanced Photoredox Catalysis." ACS Catalysis 10, no. 10 (March 24, 2020): 5715–22. http://dx.doi.org/10.1021/acscatal.0c01099.

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37

Chen, Jun, Peng-Zi Wang, Bin Lu, Dong Liang, Xiao-Ye Yu, Wen-Jing Xiao, and Jia-Rong Chen. "Enantioselective Radical Ring-Opening Cyanation of Oxime Esters by Dual Photoredox and Copper Catalysis." Organic Letters 21, no. 23 (November 20, 2019): 9763–68. http://dx.doi.org/10.1021/acs.orglett.9b03970.

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38

Xu, Tianxiao, Tianpeng Cao, Mingcheng Yang, Ruting Xu, Xingliang Nie, and Saihu Liao. "Decarboxylative Thiolation of Redox-Active Esters to Thioesters by Merging Photoredox and Copper Catalysis." Organic Letters 22, no. 9 (April 13, 2020): 3692–96. http://dx.doi.org/10.1021/acs.orglett.0c01180.

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39

Perepichka, Inna, Soumen Kundu, Zoë Hearne, and Chao-Jun Li. "Efficient merging of copper and photoredox catalysis for the asymmetric cross-dehydrogenative-coupling of alkynes and tetrahydroisoquinolines." Organic & Biomolecular Chemistry 13, no. 2 (2015): 447–51. http://dx.doi.org/10.1039/c4ob02138j.

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Анотація:

A highly efficient catalytic asymmetric alkynylation of prochiral CH₂ groups in tetrahydroisoquinoline was developed using copper catalyzed cross-dehydrogenative-coupling of sp³ and sp C–H bonds with the assistance of a photocatalyst and visible light.

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40

Oger, Samuel, Hajar Baguia, Tuan-Anh Phan, Titouan Teunens, Jérôme Beaudelot, Cécile Moucheron, and Gwilherm Evano. "[Cu(bcp)DPEPhos]+: a Versatile and Efficient Copper-Based Photoredox Catalyst and Photosensitizer." SynOpen, May 10, 2021. http://dx.doi.org/10.1055/a-1504-6972.

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Анотація:

The development of photoredox catalysis has recently enabled the design of remarkably powerful synthetic tools now commonly used in a wide array of chemical transformations, and notably for the generation of radical species under mild, safe and environmentally friendly conditions. This field is largely dominated by ruthenium and iridium complexes, the main alternative to the use of these photocatalysts mostly relying on the use of organic dyes, which poses problems not only in terms of cost - therefore strongly limiting synthetic applications of photocatalysis - but also, more importantly, for the design of new light-mediated transformations. Much less attention has been devoted to the use of copper complexes in photoredox catalysis, despite their strong potential not only as cheaper catalysts but also for the activation of a broader range of substrates. Most copper complexes are indeed known to be poor photocatalysts, mostly due to their short-lived excited states and low redox potentials. Over the last decade, one copper-based copper complex has however emerged as a remarkably efficient and general photoredox catalyst, which is at the core of this Spotlight that highlights its applications as a photosensitizer and its potential.

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41

Talekar, Sanjana S., Sayan Dutta, Manoj V. Mane, and Bholanath Maity. "Visible Light‐Induced Photoredox and Copper‐Catalyzed C−N Cross‐Coupling: A Mechanistic Perspective." European Journal of Organic Chemistry, February 6, 2024. http://dx.doi.org/10.1002/ejoc.202301312.

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The formation of C−N bonds is a vital technique in organic synthesis for creating nitrogen‐containing motifs, which has extensive uses in agrochemicals, pharmaceuticals, and natural products. Significant progress has been made in constructing C−N bonds using transition metal catalysis. Nevertheless, utilizing alkyl substrates for the formation of Csp3−N bonds is a notable challenge. Synergistic photoredox and copper catalysis have proven to be a powerful tool to tackle this challenge. The development of this research domain is still in its early stages owing to the chemical and technical complexities of this catalytic process. This review attempts to summarize in‐depth mechanistic understanding of the photoredox/copper dual catalysed C−N coupling reactions taking into consideration of recently reported experimental and theoretical studies.

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42

Ramani, Arti, Bhargav Desai, Bharatkumar Z. Dholakiya, and Togati Naveen. "Recent advances in visible-light mediated functionalization of olefins and alkynes using copper catalysts." Chemical Communications, 2022. http://dx.doi.org/10.1039/d2cc01611g.

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Over the past decade, visible-light photoredox catalysis has blossomed as a powerful strategy and offers a discrete activation mode complementary to thermal controlled reactions. Visible-light-mediated photoredox catalysis also offers exciting...

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43

Yi, Xiangli, and Xile Hu. "Intermolecular oxidative amination of unactivated alkenes by dual photoredox and copper catalysis." Chemical Science, 2021. http://dx.doi.org/10.1039/d0sc05952h.

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44

Li, Shengwen, Guanfeng Ji, Wengui Wang, and Shoufeng Wang. "Dual Photoredox/Copper-Catalyzed Selective Difluoromethylthiolation of Remote Unactivated C(sp3) −H Bonds." Organic & Biomolecular Chemistry, 2025. https://doi.org/10.1039/d5ob00257e.

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Анотація:

A photocatalysis/copper dual catalyzed difluoromethylthiolation of remote unactivated C(sp³)−H bonds using N-fluorosulfonamides was reported. The combination of photoredox and copper catalysis led to mild reaction conditions with broad substrate scope....

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45

Wang, Xu, Bi-Yin Xiao, Qi-Xuan Jiang, Wei Huang, and Feng-Hua Zhang. "Thiocyanoalkylation of Alkenes via Dual Photoredox and Copper Catalysis." Organic Chemistry Frontiers, 2024. http://dx.doi.org/10.1039/d4qo01864h.

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Organic thiocyanates are commonly used as an essential organic synthesis intermediate and widely present in various drug molecules and bioactive molecules. Herein, a copper and photoredox catalyzed thiocyanoalkylation reaction of...

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46

Dong, Chun-Lin, Zhi Guan, and Yan-Hong He. "Direct Acylcyanation of Aryl Alkenes by Dual Photoredox and Copper Catalysis." Organic Chemistry Frontiers, 2023. http://dx.doi.org/10.1039/d3qo00592e.

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A mild and effective method for the direct acylcyanation of aryl alkenes with aroyl chlorides and trimethylsilyl cyanide (TMSCN) by merging photoredox and copper catalysis is described. This protocol uses...

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47

Wu, Jingjing, Chao Shu, Zhihang Li, Adam Noble, and Varinder Kumar Aggarwal. "Photoredox‐Catalyzed Decarboxylative Bromination, Chlorination and Thiocyanation Using Inorganic Salts." Angewandte Chemie International Edition, July 31, 2023. http://dx.doi.org/10.1002/anie.202309684.

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Decarboxylative halogenations of alkyl carboxylic acids are highly valuable reactions for the synthesis of stucturally diverse alkyl halides. However, many reported protocols rely on stoichiometric strong oxidants or highly electrophilic halogenating agents. Herein, we describe visible‐light photoredox‐catalyzed decarboxylative halogenations of N‐hydroxyphthalimide‐activated carboxylic acids that avoid stiochiometric oxidants and use inexpensive inorganic halide salts as the halogenating agents. Brominations with lithium bromide proceed under simple, transition metal‐free conditions using an organic photoredox catalyst and no other additives, whereas dual photoredox–copper‐catalysis is required for chlorinations with lithium chloride. The mild conditions display excellent functional group tolerance, which is demonstrated through the transformation of a diverse range of structurally complex carboxylic acid‐containing natural products into the corresponding alkyl bromides and chlorides. In addition, we show the generality of the dual photoredox–copper‐catalyzed decarboxylative functionalizations with inorganic salts by extension to a thiocyanation with potasium thiocyanide, which was applied to the synthesis of complex alkyl thiocyanates.

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48

Villegas-Menares, Alondra, Yannik Sebastian Hansmann, Max Bayas, Camilo Verdugo, Ignacio Erazo, Cesar Zuñiga, Iván Gonzalez, et al. "Exploring catalytic activity modulations: photoredox catalysis with substituted copper(i)-dipyridylamine derivatives." Dalton Transactions, 2025. https://doi.org/10.1039/d4dt03337j.

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49

"Dual Photoredox/Copper Catalysis for C–H Functionalizations." Synfacts 15, no. 04 (March 19, 2019): 0403. http://dx.doi.org/10.1055/s-0037-1612320.

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50

Deng, Yunshun, Ronghua Lu, Pinhong Chen, and Guosheng Liu. "Enantioselective Cyanation of Propargylic C-H Bonds via Cooperative Photoredox and Copper Catalysis." Chemical Communications, 2023. http://dx.doi.org/10.1039/d3cc00410d.

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Анотація:

Herein we report an enantioselective cyanation of propargylic C-H bonds by combining photoredox catalysis with copper-catalyzed radical relay in which the propargylic radicals was generated by intramolecular 1,5-HAT process. This...

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