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Journal articles on the topic 'Copper catalyzed cascade reaction'

Author: Grafiati

Published: 4 June 2021

Last updated: 2 February 2022

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1

Liang, Lei, Guanyu Yang, Wei Wang, et al. "A Copper-Catalyzed Aerobic Cascade Dehydrogenative- Dehalogenative Reaction." Advanced Synthesis & Catalysis 355, no. 7 (2013): 1284–90. http://dx.doi.org/10.1002/adsc.201300026.

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2

Li, Zhengning, Chongnian Wang та Zengchang Li. "Copper-catalyzed cascade reactions of α,β-unsaturated esters with keto esters". Beilstein Journal of Organic Chemistry 11 (6 лютого 2015): 213–18. http://dx.doi.org/10.3762/bjoc.11.23.

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A copper-catalyzed cascade reaction of α,β-unsaturated esters with keto esters is reported. It features a copper-catalyzed reductive aldolization followed by a lactonization. This method provides a facile approach to prepare γ-carboxymethyl-γ-lactones and δ-carboxymethyl-δ-lactones under mild reaction conditions.

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3

Wang, Lifeng, Qingshan Tian, Chen Bin, and Guozhu Zhang. "Copper-catalyzed radical cascade reaction of isocyanate and ethers." Tetrahedron Letters 60, no. 31 (2019): 2084–87. http://dx.doi.org/10.1016/j.tetlet.2019.07.013.

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4

Zhao, Mi-Na, Zhi-Jing Zhang, Zhi-Hui Ren, De-Suo Yang, and Zheng-Hui Guan. "Copper-Catalyzed Oxidative Cyclization/1,2-Amino Migration Cascade Reaction." Organic Letters 20, no. 10 (2018): 3088–91. http://dx.doi.org/10.1021/acs.orglett.8b01139.

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5

Wen, Qiaodong, Ping Lu, and Yanguang Wang. "Copper-mediated three-component synthesis of 3-cyanoimidazo[1,2-a]pyridines." Chemical Communications 51, no. 84 (2015): 15378–81. http://dx.doi.org/10.1039/c5cc05821j.

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A copper-mediated three-component approach towards the synthesis of 3-cyanoimidazo[1,2-a]pyridines from 2-aminopyridines, acetophenones and benzyl cyanide was developed. This cascade reaction proceeds through a copper-mediated oxidative release of cyanide from benzyl cyanide, a copper-mediated Ortoleva–King reaction, and a copper-catalyzed cyanation.

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6

Zhang, Hong-Yu, Liu-Liang Mao, Bin Yang, and Shang-Dong Yang. "Copper-catalyzed radical cascade cyclization for the synthesis of phosphorated indolines." Chemical Communications 51, no. 19 (2015): 4101–4. http://dx.doi.org/10.1039/c4cc10267c.

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7

Feng, Shangbiao, Jinlai Li, Feifei He та ін. "A copper-catalyzed radical coupling/fragmentation reaction: efficient access to β-oxophosphine oxides". Organic Chemistry Frontiers 6, № 7 (2019): 946–51. http://dx.doi.org/10.1039/c9qo00006b.

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8

Jeyachandran, Rajkumar, Harish Kumar Potukuchi, and Lutz Ackermann. "Copper-catalyzed CuAAC/intramolecular C–H arylation sequence: Synthesis of annulated 1,2,3-triazoles." Beilstein Journal of Organic Chemistry 8 (October 16, 2012): 1771–77. http://dx.doi.org/10.3762/bjoc.8.202.

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Step-economical syntheses of annulated 1,2,3-triazoles were accomplished through copper-catalyzed intramolecular direct arylations in sustainable one-pot reactions. Thus, catalyzed cascade reactions involving [3 + 2]-azide–alkyne cycloadditions (CuAAC) and C–H bond functionalizations provided direct access to fully substituted 1,2,3-triazoles with excellent chemo- and regioselectivities. Likewise, the optimized catalytic system proved applicable to the direct preparation of 1,2-diarylated azoles through a one-pot C–H/N–H arylation reaction.

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9

Huang, Yuanqiong, Zhonglin Guo, Hongjian Song, Yuxiu Liu, and Qingmin Wang. "Silver–copper co-catalyzed cascade intramolecular cyclization/desulfinamide/dehydrogenation: one-pot synthesis of substituted carbazoles." Chemical Communications 54, no. 52 (2018): 7143–46. http://dx.doi.org/10.1039/c8cc03600d.

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10

Zhu, Shangrong, Xuechen Lu, Qiuneng Xu, Jian Li, and Shenghu Yan. "Cu-Catalyzed Cascade Reaction of Isoxazoles with Diaryliodonium Salts for the Synthesis of Acridines." Letters in Organic Chemistry 17, no. 12 (2020): 944–50. http://dx.doi.org/10.2174/1570178617666200225125427.

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A straightforward and efficient synthesis of acridine derivatives via a copper-catalyzed cascade reaction among isoxazoles and diaryliodonium salts is achieved. Various mono-, multi-substituted and 9-substituted acridine derivatives could be obtained in moderate to good yields. The process has gone through tandem double arylation and Friedel-Crafts reactions.

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11

Shinde, Mahesh H., and Umesh A. Kshirsagar. "A copper catalyzed multicomponent cascade redox reaction for the synthesis of quinazolinones." RSC Advances 6, no. 58 (2016): 52884–87. http://dx.doi.org/10.1039/c6ra10997g.

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A copper catalyzed multicomponent cascade redox reaction for the synthesis of various quinazolinones starting from easily available 2-bromobenzamides, benzylic alcohols and sodium azide as a nitrogen source has been developed.

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12

Mardjan, M. I. D., S. Perie, J. L. Parrain, and L. Commeiras. "A tunable copper-catalyzed multicomponent reaction towards alkaloid-inspired indole/lactam polycycles." Organic & Biomolecular Chemistry 15, no. 15 (2017): 3304–9. http://dx.doi.org/10.1039/c7ob00532f.

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A tunable copper(i)-catalyzed cascade multicomponent reaction strategy between readily available (Z)-3-iodoacrylic acids, terminal alkynes, and primary amines is reported, leading to a great diversity of biorelevant indole/lactam scaffolds.

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13

Chen, Yan-Fu, Yi-Sheng Wu, Yu-Huei Jhan, and Jen-Chieh Hsieh. "An efficient synthesis of (NH)-phenanthridinones via ligand-free copper-catalyzed annulation." Org. Chem. Front. 1, no. 3 (2014): 253–57. http://dx.doi.org/10.1039/c3qo00082f.

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14

He, Xinwei, Ruxue Li, Mengqing Xie, Jiahui Duan, Qiang Tang, and Yongjia Shang. "Copper-catalyzed cascade three-component azide–alkyne cycloaddition/condensation/transesterification: easy access to 3-triazolylcoumarins." New Journal of Chemistry 44, no. 28 (2020): 12266–73. http://dx.doi.org/10.1039/d0nj02100h.

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A novel and efficient strategy has been developed for the synthesis of 3-triazolylcoumarins in a one-pot, copper-catalyzed multicomponent reaction involving a cascade reaction of salicylaldehydes, ethyl 2-azidoacetate, and arylacetylenes.

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15

Yuan, Zaifeng, Chunyu Zhu, Zhixian Ma та Chengfeng Xia. "Copper-catalyzed amination of an α-C(sp3)–H bond in inactivated ethers to synthesize α-aminonitriles". Chemical Communications 54, № 78 (2018): 11033–36. http://dx.doi.org/10.1039/c8cc06111d.

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16

Liang, Lei, Guanyu Yang, Wei Wang, et al. "ChemInform Abstract: A Copper-Catalyzed Aerobic Cascade Dehydrogenative-Dehalogenative Reaction." ChemInform 44, no. 37 (2013): no. http://dx.doi.org/10.1002/chin.201337149.

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17

Abe, Takumi, Koshiro Kida, and Koji Yamada. "A copper-catalyzed Ritter-type cascade via iminoketene for the synthesis of quinazolin-4(3H)-ones and diazocines." Chemical Communications 53, no. 31 (2017): 4362–65. http://dx.doi.org/10.1039/c7cc01406f.

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18

Hu, Yuanyuan, Bingwei Zhou, and Congyang Wang. "Copper-catalyzed three-component cascade reaction of alkynes, sulfonyl azides and simple aldehydes/ketones." Organic & Biomolecular Chemistry 14, no. 11 (2016): 3022–26. http://dx.doi.org/10.1039/c6ob00146g.

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A copper-catalyzed dimethylzinc-promoted three-component cascade reaction of alkynes, sulfonyl azides, and simple aldehydes or ketones is described, which delivers polysubstituted olefins expeditiously in one pot under mild conditions.

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19

Kaladevi, Selvam, Arumugam Thirupathi, Jeyaraman Sridhar, and Shanmugam Muthusubramanian. "Copper catalysed [3 + 2] cycloaddition with concomitant annulation: formation of 2,4-diaryl-1,4-oxazepan-7-ones via a ketenimine route." RSC Adv. 4, no. 71 (2014): 37526–28. http://dx.doi.org/10.1039/c4ra08008d.

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20

Luo, Yang, Xue Zhong, Jiang-Kun Huang, and Ling He. "Copper-assisted synthesis of dihydropyrano[2.3-b]indole-4-ones by domino cascade reaction." Organic & Biomolecular Chemistry 19, no. 12 (2021): 2692–702. http://dx.doi.org/10.1039/d1ob00078k.

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A novel copper-catalyzed cascade intermolecular and intramolecular oxidation/cyclization domino one-pot reaction process for the regioselective synthesis of dihydropyrano[2.3-b]indol-4(9H)-ones has been successfully developed.

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21

Tang, Xiaodong, Liangbin Huang, Jidan Yang, Yanli Xu, Wanqing Wu, and Huanfeng Jiang. "Practical synthesis of pyrazoles via a copper-catalyzed relay oxidation strategy." Chem. Commun. 50, no. 94 (2014): 14793–96. http://dx.doi.org/10.1039/c4cc06747a.

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22

Zhou, Yuxuan, Fanghui Ma, Ping Lu, and Yanguang Wang. "Preparation of spiro[imidazolidine-4,3′-indolin]-2′-imines via copper(i)-catalyzed formal [2 + 2 + 1] cycloaddition of 3-diazoindolin-2-imines and triazines." Organic & Biomolecular Chemistry 17, no. 39 (2019): 8849–52. http://dx.doi.org/10.1039/c9ob01767d.

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23

Sheng, Jinyu, Xiang Su, Chengyao Cao, and Chao Chen. "Synthesis of benzo[1,3]oxazines via copper(i)-catalyzed cascade annulation of nitriles, aldehydes and diaryliodonium salts." Organic Chemistry Frontiers 3, no. 4 (2016): 501–4. http://dx.doi.org/10.1039/c6qo00012f.

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A copper(i)-catalyzed one-pot [2 + 2 + 2] cascade annulation reaction of diaryliodoniums, nitriles, and aldehydes has been developed for the efficient synthesis of 2,4-substituted benzoxazine derivatives.

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24

Chauhan, Dinesh Pratapsinh, Sreejith J. Varma, Mahesh Gudem, et al. "Intramolecular cascade rearrangements of enynamine derived ketenimines: access to acyclic and cyclic amidines." Organic & Biomolecular Chemistry 15, no. 22 (2017): 4822–30. http://dx.doi.org/10.1039/c7ob00499k.

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25

Zhou, Fengtao, Qiuyu Zhang, Kashif Majeed, and Bangjie Liu. "Synthesis of 1,2,3-Triazole-Fused Indole Derivatives via Copper-Catalyzed Cascade Reaction." Synthesis 53, no. 12 (2021): 2103–13. http://dx.doi.org/10.1055/a-1364-9308.

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AbstractA copper-catalyzed tandem reaction has been developed for the synthesis of 1,2,3-triazole-fused indole derivatives. This protocol allowed us to access a wide range of 1,2,3-triazole-fused indole derivatives in moderate to excellent yields. The 1,2,3-triazole-fused indole derivatives emit blue and greenish light when excited at 365 nm. The products were further explored for their quantum efficiency and photophysical properties.

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26

Lou, Zhenbang, Ningning Man, Haijun Yang, Changjin Zhu, and Hua Fu. "Copper-Catalyzed Cascade Synthesis of [1,2,4]-Triazoloquinazolinones." Synlett 29, no. 10 (2018): 1395–99. http://dx.doi.org/10.1055/s-0036-1591565.

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An efficient and practical method for the synthesis of 1,2,4-triazolo[5,1-b]quinazolin-9(3H)-ones has been developed via the copper-catalyzed domino reactions of readily available substituted N′-acetyl-2-bromobenzohydrazides with cyanamide. The protocol uses inexpensive CuI as the catalyst, and no other ligand or additive was required. The target products were prepared in good to excellent yields with tolerance of various functional groups.

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27

Yu, Yang, Xin-Yu Wang, Ju-Yin Peng, Tao Liu, and Yu-Long Zhao. "Copper-catalyzed cascade cyclization reaction of 3-aminocyclobutenones with electron-deficient internal alkynes: synthesis of fully substituted indoles." Chemical Communications 56, no. 68 (2020): 9815–18. http://dx.doi.org/10.1039/d0cc00512f.

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A novel copper-catalyzed cascade cyclization reaction of 3-aminocyclobutenones with electron-deficient internal alkynes has been developed. This reaction provides a new method for the synthesis of fully substituted indoles by formation of four new bonds and two rings in a single step.

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28

Li, Jiu-ling, Ying-chun Wang, Wei-ze Li, Heng-shan Wang, Dong-liang Mo, and Ying-ming Pan. "A facile synthesis of 2,5-disubstituted oxazoles via a copper-catalyzed cascade reaction of alkenes with azides." Chemical Communications 51, no. 100 (2015): 17772–74. http://dx.doi.org/10.1039/c5cc06487b.

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A novel approach to the synthesis of 2,5-disubstituted oxazoles is developed via a 1,3-dipolar cycloaddition/ring cleavage/1,2-H migration/denitrogenation/copper-catalyzed aerobic oxidative dehydrogenative cyclization cascade.

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29

Kavala, Veerababurao, Zonghan Yang, Ashok Konala, et al. "Synthesis of 1,2,3-Fused Indole Polyheterocycles by Copper-Catalyzed Cascade Reaction." European Journal of Organic Chemistry 2018, no. 10 (2018): 1241–47. http://dx.doi.org/10.1002/ejoc.201701618.

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30

Li, Ming, Kun Dong, Yubin Zheng, and Wangze Song. "Copper-catalyzed cascade click/nucleophilic substitution reaction to access fully substituted triazolyl-organosulfurs." Organic & Biomolecular Chemistry 17, no. 46 (2019): 9933–41. http://dx.doi.org/10.1039/c9ob02081k.

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31

Wang, Guangwei, Lianxin Wang, Hongtai Chen та Wentao Zhao. "Copper-Catalyzed Oxydifluoroalkylation of β,γ-Unsaturated Oximes for the Construction of Isoxazolines with a Difluoroalkyl Side Chain". Synlett 32, № 10 (2021): 1029–33. http://dx.doi.org/10.1055/a-1495-7966.

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AbstractA copper-catalyzed oxydifluoroalkylation of β,γ-unsaturated oximes has been developed. This reaction proceeded through a cascade of difluoroalkylation of alkene followed by a nucleophilic attack of the hydroxyl group of oximes. This protocol features mild reaction conditions, low-cost catalyst, and broad substrate scope, which provides a facile method to synthesize isoxazolines with a fluorinated side chain

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32

Yu, Liu-Zhu, Yin Wei, and Min Shi. "Copper-catalyzed cascade cyclization of 1,5-enynes via consecutive trifluoromethylazidation/diazidation and click reaction: self-assembly of triazole fused isoindolines." Chemical Communications 52, no. 89 (2016): 13163–66. http://dx.doi.org/10.1039/c6cc07394h.

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We have developed a copper-catalyzed one-pot three-component reaction to provide diverse triazole fused isoindolines bearing a trifluoromethyl/trifluoromethylcyclopropyl or an azidyl moiety via consecutive trifluoromethylazidation/diazidation and click reaction.

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33

Guo, Songsong, Pei Dong, Yushuang Chen, Xiaoming Feng, and Xiaohua Liu. "Chiral Guanidine/Copper Catalyzed Asymmetric Azide‐Alkyne Cycloaddition/[2+2] Cascade Reaction." Angewandte Chemie 130, no. 51 (2018): 17094–98. http://dx.doi.org/10.1002/ange.201810679.

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34

Whiting, Matthew, and Valery V. Fokin. "Copper-Catalyzed Reaction Cascade: Direct Conversion of Alkynes intoN-Sulfonylazetidin-2-imines." Angewandte Chemie International Edition 45, no. 19 (2006): 3157–61. http://dx.doi.org/10.1002/anie.200503936.

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35

Guo, Songsong, Pei Dong, Yushuang Chen, Xiaoming Feng, and Xiaohua Liu. "Chiral Guanidine/Copper Catalyzed Asymmetric Azide‐Alkyne Cycloaddition/[2+2] Cascade Reaction." Angewandte Chemie International Edition 57, no. 51 (2018): 16852–56. http://dx.doi.org/10.1002/anie.201810679.

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36

Liang, Hanbing, Long Meng, Xiaochen Chi, et al. "Palladium/Copper Co-Catalyzed Cascade Metallo-ene/Sonogashira Coupling Reaction of Allenamides." Asian Journal of Organic Chemistry 7, no. 9 (2018): 1793–96. http://dx.doi.org/10.1002/ajoc.201800377.

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37

Whiting, Matthew, and Valery V. Fokin. "Copper-Catalyzed Reaction Cascade: Direct Conversion of Alkynes intoN-Sulfonylazetidin-2-imines." Angewandte Chemie 118, no. 19 (2006): 3229–33. http://dx.doi.org/10.1002/ange.200503936.

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38

Akhtar, Muhammad Saeed, Jae-Jin Shim, Sung Hong Kim, and Yong Rok Lee. "Novel construction of diversely functionalized N-heteroaryl-2-pyridones via copper(ii)-catalyzed [3+2+1] annulation." New J. Chem. 41, no. 21 (2017): 13027–35. http://dx.doi.org/10.1039/c7nj03013d.

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39

Liu, Yu, Jia-Ling Zhang, Ming-Bo Zhou, Ren-Jie Song, and Jin-Heng Li. "Copper-catalyzed cascade cyclization of 1,7-enynes with aromatic sulfonyl chlorides toward selective assembly of benzo[j]phenanthridin-6(5H)-ones." Chem. Commun. 50, no. 92 (2014): 14412–14. http://dx.doi.org/10.1039/c4cc06913g.

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40

Li, Xianwei, Tianzhang Wang, Yu-Jing Lu, Shaomin Ji, Yanping Huo, and Bifu Liu. "Copper-catalyzed oxidative multicomponent reaction: synthesis of imidazo fused heterocycles with molecular oxygen." Organic & Biomolecular Chemistry 16, no. 39 (2018): 7143–51. http://dx.doi.org/10.1039/c8ob01532e.

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An oxidative cascade that involves multicomponent reaction comprising a terminal alkyne, 2-amino N-heterocycle, benzyl or allylic bromide with molecular oxygen, delivering densely functionalized imidazo fused heterocycles, is achieved.

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41

Singh, Jay Bahadur, Kalpana Mishra, Tanu Gupta, and Radhey M. Singh. "Copper-catalyzed cascade reaction: synthesis of pyrimido[4,5-b]quinolinones from 2-chloroquinoline-3-carbonitriles with (aryl)methanamines." New Journal of Chemistry 42, no. 5 (2018): 3310–14. http://dx.doi.org/10.1039/c7nj04689h.

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Cu-catalyzed cascade reaction of 2-chloroquinoline-3-carbonitriles with benzyl amines using sodium hydroxide in aerobic atmosphere has been developed for the synthesis of pyrimido[4,5-b]quinoline-4-ones.

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42

Gong, Weiwei, Lei Xu, Tao Ji, et al. "Copper-catalyzed oxidative cascade coupling of N-alkyl-N-phenylacrylamides with aryl aldehydes." RSC Adv. 4, no. 13 (2014): 6854–57. http://dx.doi.org/10.1039/c3ra46915h.

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43

Fan, Huihong, Bo Liu, Yaling Gong, Shichao Lu, and Dandan Li. "Synthesis of Fused Purine Heterocycles via a One-pot Cascade Reaction of a Trisubstituted Pyrimidine." Synlett 29, no. 13 (2018): 1796–800. http://dx.doi.org/10.1055/s-0036-1591585.

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A rapid and expedient one-pot procedure for the synthesis of fused purine derivatives from a trisubstituted pyrimidine and various amines has been developed. The tandem substitution reaction and copper(I)-catalyzed annulation exhibited high efficiency. The fused heterocyclic products contain the purine scaffold and may be useful in medicinal chemistry and bioscience.

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44

Sahoo, Sushree Ranjan, Debayan Sarkar, Felix Henkel, and Hans Reuter. "Copper(i) catalyzed synthesis of selanyl methylene 4-chromanol and aurone derivatives." Organic & Biomolecular Chemistry 18, no. 24 (2020): 4619–27. http://dx.doi.org/10.1039/d0ob00632g.

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An efficient copper-catalyzed cyclization cascade approach towards highly functionalized methylene 4-chromanol and aurone derivatives has been developed from reactions of ynols via 6-exo-dig and 5-exo-dig cyclization respectively.

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45

Cui, Fei-hu, Jing Chen, Zu-yu Mo, et al. "Copper-Catalyzed Decarboxylative/Click Cascade Reaction: Regioselective Assembly of 5-Selenotriazole Anticancer Agents." Organic Letters 20, no. 4 (2018): 925–29. http://dx.doi.org/10.1021/acs.orglett.7b03734.

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46

Wei, Li, Shengyong You, Yuxin Tuo, and Mingzhong Cai. "A Highly Efficient Heterogeneous Copper-Catalyzed Oxidative Cyclization of Benzylamines and 1,3-Dicarbonyl Compounds To Give Trisubstituted Oxazoles." Synthesis 51, no. 16 (2019): 3091–100. http://dx.doi.org/10.1055/s-0037-1610710.

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The heterogeneous copper-catalyzed cascade oxidative cyclization between benzylamines and 1,3-dicarbonyl compounds was achieved by using the 3-(2-aminoethylamino)propyl-functionalized MCM-41-immobilized copper(II) complex [MCM-41-2N-Cu(OAc)2] as catalyst and t-BuOOH (TBHP) as oxidant, with iodine as additive, under mild conditions, yielding a wide variety of 2,4,5-trisubstituted oxazoles in mostly good to excellent yields. This heterogeneous copper catalyst can be facilely prepared via a simple two-step procedure from readily available and inexpensive reagents and exhibits a slightly higher ac

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47

Zhang, Cheng, Sailan Chang, Lihua Qiu та Xinfang Xu. "Chemodivergent synthesis of multi-substituted/fused pyrroles via copper-catalyzed carbene cascade reaction of propargyl α-iminodiazoacetates". Chemical Communications 52, № 84 (2016): 12470–73. http://dx.doi.org/10.1039/c6cc06864b.

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48

Li, Jiang-Sheng, Guo-Qin Chen, Qian Yang, Zhi-Wei Li, Ci-Zhi Liu, and Peng-Mian Huang. "Copper powder-catalyzed chelation-assisted cascade reaction of o-chloroarylacetic acids with amines under solvent- and ligand-free conditions: synthesis of oxindoles." RSC Advances 7, no. 71 (2017): 45227–31. http://dx.doi.org/10.1039/c7ra08123e.

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49

Guo, Wei, Kunbo Huang, Fanghua Ji, Wanqing Wu, and Huanfeng Jiang. "A facile approach to synthesize 3,5-disubstituted-1,2,4-oxadiazoles via copper-catalyzed-cascade annulation of amidines and methylarenes." Chemical Communications 51, no. 42 (2015): 8857–60. http://dx.doi.org/10.1039/c5cc02110c.

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A tandem Cu-catalyzed oxidation–amination–cyclization reaction for synthesizing various 3,5-disubstituted-1,2,4-oxadiazoles from easily available amidines and methylarenes or methylhetarenes is reported.

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50

Carvalho, M. Fernanda N. N., Armando J. L. Pombeiro, Gabriele Wagner, Bjørn Pedersen, and Rudolf Herrmann. "Cascade Reaction of Camphor-Derived Diynes with Transition Metal Compounds." Zeitschrift für Naturforschung B 54, no. 6 (1999): 725–33. http://dx.doi.org/10.1515/znb-1999-0604.

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Platinum(II) catalyzes the isomerization of camphor sulfonamide diynes in a cascade reaction involving annulation of a five-membered ring to the camphor skeleton, ring-enlargement by C-C bond cleavage, reduction of sulfur(VI) to sulfur(IV), and oxidation of a hydroxy group to a ketone. The reactions of the diynes with other transition metal compounds were also studied. Copper, gold and rhenium give final products similar to those obtained with simple Brønsted acids or halogens, mainly by annulation o f a five-membered ring to the camphor moiety, accompanied by reduction of a sulfonamide to a s

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