Synthesis of α-amino carbonyl compounds: a brief review
- Авторлар: Mukherjee A.1, Mahato S.2, Kopchuk D.1,3, Santra S.1, Zyryanov G.1,3, Majee A.2, Chupakhin O.1,2
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Мекемелер:
- Chemical Technological Institute, Ural Federal University named after the First President of Russia B. N. Yeltsin
- Department of Chemistry, Visva-Bharati
- I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of Russian Academy of Sciences
- Шығарылым: Том 92, № 3 (2023)
- Беттер: RCR5046
- Бөлім: Articles
- URL: https://journals.rcsi.science/0042-1308/article/view/253601
- DOI: https://doi.org/10.57634/RCR5046
- ID: 253601
Дәйексөз келтіру
Толық мәтін
Аннотация
Авторлар туралы
Anindita Mukherjee
Chemical Technological Institute, Ural Federal University named after the First President of Russia B. N. Yeltsin
Sachinta Mahato
Department of Chemistry, Visva-Bharati
Dmitrii Kopchuk
Chemical Technological Institute, Ural Federal University named after the First President of Russia B. N. Yeltsin; I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of Russian Academy of Sciences
Email: dkopchuk@mail.ru
Candidate of chemical sciences, Senior Researcher
Sougata Santra
Chemical Technological Institute, Ural Federal University named after the First President of Russia B. N. Yeltsin
Grigory Zyryanov
Chemical Technological Institute, Ural Federal University named after the First President of Russia B. N. Yeltsin; I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of Russian Academy of Sciences
Email: grigoryz@hotmail.com
Doctor of chemical sciences, Associate professor
Adinath Majee
Department of Chemistry, Visva-Bharati
Oleg Chupakhin
Chemical Technological Institute, Ural Federal University named after the First President of Russia B. N. Yeltsin; Department of Chemistry, Visva-Bharati
Email: chupakhin@ios.uran.ru
Doctor of chemical sciences, Professor
Әдебиет тізімі
- J.Zhang, Y.Wang, X.Wang, W.Z.Li. J. Org. Chem., 78, 6154 (2013)
- T.Yamagishi, S.Muronoi, S.Hikishima, H.Shimeno, S.Soeda, T.Yokomatsu. J. Org. Chem., 74, 6350 (2009)
- Y.V.Smirnova, Z.A.Krasnaya. Russ. Chem. Rev., 69, 1021 (2000)
- D.E.Frantz, L.Morency, A.Soheili, J.A.Murry, E.J.J.Grabowski, R.D.Tillyer. Org. Lett., 6, 843 (2004)
- T.A.Elmaaty, L.W.Castle. Org. Lett., 7, 5529 (2005)
- M.G.Unthank, N.Hussain, V.K.Aggarwal. Angew. Chem., 118, 7224 (2006)
- L.V.Frolova, N.M.Evdokimov, K.Hayden, I.Malik, S.Rogelj, A.Kornienko, I.V.Magedov. Org. Lett., 13, 1118 (2011)
- Z.Q.Wang, M.Hu, X.C.Huang, L.B.Gong, Y.X.Xie, J.H.Li. J. Org. Chem., 77, 8705 (2012)
- M.L.Yuan, J.H.Xie, X.H.Yang, Q.L.Zhou. Synthesis, 46, 2910 (2014)
- Y.Hu, W.Wu, X.-Q.Dong, X.Zhang. Org. Chem. Front., 4, 1499 (2017)
- J.Cao, T.K.Hyster. ACS Catal., 10, 6171 (2020)
- M.Sauer, C.Beemelmanns. Chem. Commun., 58, 8990 (2022)
- A.E.van der Westhuyzen, L.V.Frolova, A.Kornienko, W.A.L.van Otterlo. The Alkaloids: Chemistry and Biology, 79, 191 (2018)
- J.V.Matlock, S.P.Fritz, S.A.Harrison, D.M.Coe, E.M.McGarrigle, V.K.Aggarwal. J. Org. Chem., 79, 10226 (2014)
- K.Seipp, L.Geske, T.Opatz. Mar. Drugs, 19, 514 (2021)
- Yu.A.Belousov, A.A.Drozdov. Russ. Chem. Rev., 81, 1159 (2012)
- T.M.Brunt, A. Poortman, R.J.M. Niesink, W.van den Brink. J. Psychopharmacol., 25, 1543 (2011)
- S.R.Khan, R.T.Berendt, C.D.Ellison, A.B.Ciavarella, E.Asafu-Adjaye, M.A.Khan, P.J.Faustino. In Chapter One -- Bupropion Hydrochloride. Vol. 41. (Ed. H.G.Brittain). Profiles of Drug Substances, Excipients and Related Methodology. (Academic Press, 2016). P. 1
- E.Erdik. Tetrahedron, 60, 8747 (2004)
- J.M.Concellon, H.Rodriguez-Solla. Curr. Org. Chem., 12, 524 (2008)
- A.de la Torre, V.Tona, N.Maulide. Angew. Chem., Int. Ed., 56, 12416 (2017)]
- L.A.T.Allen, R.C.Raclea, P.Natho, P.J.Parsons. Org. Biomol. Chem., 19, 498 (2021)
- S.Lociuro, L.Pellacani, P.A.Tardella. Tetrahedron Lett., 24, 593 (1983)
- S.Fioravanti, M.A.Loreto, L.Pellacani, P.A.Tardella. J. Org. Chem., 50, 5365 (1985)
- A.Cipollone, M.A.Loreto, L.Pellacani, P.A.Tardella. J. Org. Chem., 52, 2584 (1987)
- D.A.Evans, M.M.Fad, M.T.Bilodeau. J. Am. Chem. Soc., 116, 2742 (1994)
- B.W.Lim, K.H.Ahn. Synth. Commun., 26, 3407 (1996)
- P.Phukan, A.Sudalai. Indian J. Chem., 40B, 515 (2001)
- M.Nakanishi, A.Salit, C.Bolm. Adv. Synth. Catal., 350, 1835 (2008)
- A.Yoshimura, V.N.Nemykin, V.V.Zhdankin. Chem.-Eur. J., 17, 10538 (2011)
- P.Mizar, T.Wirth. Angew. Chem., Int. Ed., 53, 5993 (2014)
- I.Ramakrishna, V.Bhajammanavar, S.Mallik, M.Baidya. Org. Lett., 19, 516 (2017)
- A.E.Mattson, K.A.Scheidt. Org. Lett., 6, 4363 (2004)
- M.Pohl, B.Lingen, M.Muller. Chem.-Eur. J., 8, 5289 (2002)
- S.Iwahana, H.Iida, E.Yashima. Chem.-Eur. J., 17, 8009 (2011)
- K.Konidaris, A.Daolio, A.Pizzi, P.Scilabra, G.Terraneo, S.Quici, J.S.Murray, P.Politzer, G.Resnati. Crystal Growth Design, 22, 4987 (2022)
- X.Lu, J.Zhang, L.Xu, W.Shen, F.Yu, L.Ding, G.Zhong. Org. Lett., 22, 5610 (2020)
- L.Wang, P.Cheng, X.Wang, W.Wang, J.Zeng, Y.Liang, O.Reiser. Org. Chem. Front., 6, 3771 (2019)
- M.Shimizu, T.Sahara, R.Hayakawa. Chem. Lett., 30, 792 (2001)
- K.Surendra, N.S.Krishnaveni, M.A.Reddy, Y.V.D.Nageswar, K.R.Rao. J. Org. Chem., 68, 9119 (2003)
- M.S.Reddy, M.Narender, K.R.Rao. Tetrahedron Lett., 46, 1299 (2005)
- K.Surendra, N.S.Krishnaveni, K.R.Rao. Tetrahedron Lett., 46, 4111 (2005)
- Z.-B.Luo, J.-Y.Wu, X.-L.Hou, L.-X.Dai. Org. Biomol. Chem., 5, 3428 (2007)
- X.Zhang, S.S.Li, L.Wang, L.Xu, J.Xiao, Z.J.Liu. Tetrahedron, 72, 8073 (2016)
- M.Lekov, S.Tshepelevitsh, A.Heering, P.G. Plieger, R.Vianello, I.Leito. Eur. J. Org. Chem., 2017, 4475 (2017)
- R.Kuwano, R.Ikeda, K.Hirasada. Chem. Commun., 51, 7558 (2015)
- R.-C.Raclea, P.Natho, L.A.T.Allen, A.J.P.White, P.J.Parsons. J. Org. Chem., 85, 9375 (2020)
- A.Villar, C.H.Hovelmann, M.Nieger, K.Muniz. Chem. Commun., 2005, 3304 (2005)
- M.H.Shinde, U.A.Kshirsagar. Org. Biomol. Chem., 14, 858 (2016)
- Y.Wei, S.Lin, F.Liang. Org. Lett., 14, 4202 (2012)
- Y.Wei, F.Liang, X.Zhang. Org. Lett., 15, 5186 (2013)
- Y.Wei, S.Lin, F.Liang, J.Zhang. Org. Lett., 15, 852 (2013)
- P.K.Prasad, R.N.Reddi, A.Sudalai. Org. Lett., 18, 500 (2016)
- Q.Qin, Y.-Y.Han, Y.-Y.Jiao, Y.He, S.Yu. Org. Lett., 19, 2909 (2017)
- T.Miura, T.Biyajima, T.Fujii, M.Murakami. J. Am. Chem. Soc., 134, 194 (2011)
- M.Akter, K.Rupa, P.Anbarasan. Chem. Rev., 122, 13108 (2022)
- H.Dai, S.Yu, W.Cheng, Z.-F.Xu, C.-Y.Li. Chem. Commun., 53, 6417 (2017)
- H.H.San, S.-J.Wang, M.Jiang, X.-Y.Tang. Org. Lett., 20, 4672 (2018)
- F.Tan, X.Liu, X.Hao, Y.Tang, L.Lin, X.Feng. ACS Catal., 6, 6930 (2016)
- Z.-F.Xu, L. Shan, W. Zhang, M.Cen, C.-Y. Li. Org. Chem. Front., 6, 1391 (2019)
- H.T.Tang, Y.B.Zhou, Y.Zhu, H.C.Sun, M.Lin, Z.P.Zhan. Chem.-Asian J., 9, 1278 (2014)
- N.Takeda, Y.Kobori, K.Okamura, M.Yasui, M.Ueda. Org. Lett., 22, 9740 (2020)
- R.Kumar, Q.H.Nguyen, T.-W.Um, S.Shin. Chem. Rec., 22, e202100172 (2022)
- A.Kakuuchi, T.Taguchi, Y.Hanzawa. Eur. J. Org. Chem., 2003, 116 (2003)
- S.Mahato, S.Santra, G.V.Zyryanov, A.Majee. J. Org. Chem., 84, 3176 (2019)
- E.A.Merritt, B.Olofsson. Angew. Chem., Int. Ed., 48, 9052 (2009)
- D.L.Mo, L.X.Dai, X.L.Hou. Tetrahedron Lett., 50, 5578 (2009)
- G.Deng, J.Luo. Tetrahedron, 69, 5937 (2013)
- B.T.V.Srinivas, V.S.Rawat, B.Sreedhar. Adv. Synth. Catal., 357, 3587 (2015)
- Z.Zhang, Y.Luo, H.Du, J.Xu, P.Li. Chem. Sci., 10, 5156 (2019)
- D.Yadagiri, P.Anbarasan. Chem. Commun., 51, 14203 (2015)
- Z.L.Song, C.A.Fan, Y.Q.Tu. Chem. Rev., 111, 7523 (2011)
- X.-M.Zhang, B.-S.Li, S.-H.Wang, K.Zhang, F.-M.Zhang, Y.-Q.Tu. Chem. Sci., 12, 9262 (2021)
- R.W.Evans, J.R.Zbieg, S.Zhu, W.Li, D.W.C.MacMillan. J. Am. Chem. Soc., 135, 16074 (2013)
- R.Jagatheesan, P.Ramesh, S.Sambathkumar. Synth. Commun., 49, 3265 (2019)
- A.M.Andrievsky, M.V.Gorelik. Russ. Chem. Rev., 80, 421 (2011)
- Y.Lv, Y.Li, T.Xiong, Y.Lu, Q.Liu, Q.Zhang. Chem. Commun., 50, 2367 (2014)
- S.Z.Zard. Chem. Soc. Rev., 37, 1603 (2008)
- D.I.Bugaenko, A.A.Volkov, A.V.Karchava, M.A.Yurovskaya. Russ. Chem. Rev., 90, 116 (2021)
- K.Murakami, G.J.P.Perry, K.Itami. Org. Biomol. Chem., 15, 6071 (2017)
- P.F.Kuijpers, I.J.I.van der Vlugt, S.Schneider, B.de Bruin. Chem.-Eur. J., 23, 13819 (2017)
- D.Liu, A.Lei. Chem.-Asian J., 10, 806 (2015)
- D.I.Bugaenko, A.V.Karchava, M.A.Yurovskaya. Russ. Chem. Rev. 91, RCR5022 (2022)
- B.Tan, N.Toda, C.F.Barbas III. Angew. Chem., Int. Ed., 51, 12538 (2012)
- W.G.Jia, D.D.Li, Y.C.Dai, H.Zhang, L.Q.Yan, E.H.Sheng, Y.Wei, X.L.Mua, K.W.Huang. Org. Biomol. Chem., 12, 5509 (2014)
- Q.Jiang, B.Xu, A.Zhao, J.Jia, T.Liu, C.Guo. J. Org. Chem., 79, 8750 (2014)
- V.F.Sardela, A.R.Carvalho, I.K.da C. Nunes. Toxicol. Anal. Clinique, 30, 149 (2018)
- S.Liang, C.C.Zeng, H.Y.Tian, B.G.Sun, X.G.Luo, F.Ren. J. Org. Chem., 81, 11565 (2016)
- Y.Kumar, Y.Jaiswal, R.Thakur, A.Kumar. ChemistrySelect, 3, 5614 (2018)
- K.J.Emery, T.Tuttle, J.A.Murphy. Org. Biomol. Chem., 15, 8810 (2017)
- Y.Wang, Y.Du, X.Huang, X.Wu, Y.Zhang, S.Yang, Y.R.Chi. Org. Lett., 19, 632 (2017)
- N.Zhang, S.R.Samanta, B.M.Rosen, V.Percec. Chem. Rev., 114, 5848 (2014)
- S.Guha, V.Rajeshkumar, S.S.Kotha, G.Sekar. Org. Lett., 17, 406 (2015)
- N.Chalmpes, I.Tantis, A.Bakandritsos, A.B.Bourlinos, M.A.Karakassides, D.Gournis. Nanomaterials, 10, 1564 (2020)
- L.Lia, Q.Zeng, G.Li, Z.Tang. Synlett, 30, 694 (2019)
- Z.Wang. Heyns Rearrangement, in Comprehensive Organic Name Reactions and Reagents. (John Wiley & Sons, Inc, 2010)
- X.Xia, B.Chen, X.Zeng, B.Xu. Org. Biomol. Chem., 16, 6918 (2018)
- M.M.D.Wilde, M.Gravel. Org. Lett., 16, 5308 (2014)
- C.L.Joe, A.G.Doyle. Angew. Chem., Int. Ed., 55, 4040 (2016)
- G.-Q.Xu, T.-F.Xiao, G.-X.Feng, C. Liu, B. Zhang, P.-F.Xu. Org. Lett., 23, 2846 (2021)