16.12. 5 Pyrimidines (Update 2020)
Buch
Herausgeber: Christmann, M.; Huang, Z.; Joule, J. A.; Li, C.-J.; Li, J.; Marschner, C.; Petersson, E. J.; Reißig, H.-U.; Schaumann, E.; Terent'ev, A.
Titel: Knowledge Updates 2020/2
Print ISBN: 9783132435612; Online ISBN: 9783132435636; Buch-DOI: 10.1055/b000000103
1st edition © 2020 Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart
Fachgebiete: Organische Chemie;Chemische Reaktionen, Katalyse;Organometallchemie;Chemische Labormethoden, Stöchiometrie
Science of Synthesis Knowledge Updates
Übergeordnete Publikation
Titel: Science of Synthesis
DOI: 10.1055/b-00000101
Reihenherausgeber: Fürstner, A. (Editor-in-Chief); Carreira, E. M.; Faul, M.; Kobayashi, S.; Koch, G.; Molander, G.; Nevado, C.; Trost, B. M.; You, S.
Typ: Mehrbändiges Werk
Abstract
This chapter is an update to the earlier Science of Synthesis contributions (Section 16.12 and 16.12.5) covering the synthesis and substituent modification of pyrimidines. It focuses on the literature published in the period 2012–2019, gathering all the methods reported in this period, but with a particular emphasis on transition-metal-catalyzed synthetic processes.
Schlüsselwörter
pyrimidines - heterocycles - transition-metal catalysis - cyclization - cycloadditions - metalation - substitution- 3 Mohan, B., Salfeena, C. T. F., Ashitha, K. T., Krishnan, G. V., Jesmina, A. R. S., Varghese, A. M., Patil, S. A., Kumar, B. N. S. D., Sasidhar, B. S.. ChemistrySelect. 2018; 3: 6394
- 4 Lane, T. K., Nguyen, M. H., D’Souza, B. R., Spahn, N. A., Louie, J.. Chem. Commun. (Cambridge). 2013; 49: 7735
- 9 Burlakov, V. V., Becker, L., Bogdanov, V. S., Andreev, M. V., Arndt, P., Spannenberg, A., Baumann, W., Rosenthal, U.. Eur. J. Inorg. Chem.. 2014; 5304
- 13 Su, L., Sun, K., Pan, N., Liu, L., Sun, M., Dong, J., Zhou, Y., Yin, S.-F.. Org. Lett.. 2018; 20: 3399
- 15 Rostamizadeh, S., Nojavan, M., Aryan, R., Sadeghian, H., Davoodnejad, M.. Chin. Chem. Lett.. 2013; 24: 629
- 17 Mastalir, M., Glatz, M., Pittenauer, E., Allmaier, G., Kirchner, K.. J. Am. Chem. Soc.. 2016; 138: 15 543
- 22 Guo, W., Liao, J., Liu, D., Li, J., Ji, F., Wu, W., Jiang, H.. Angew. Chem. Int. Ed.. 2017; 56: 1289
- 23 Chu, X.-Q., Cheng, B.-Q., Zhang, Y.-W., Ge, D., Shen, Z.-L., Loh, T.-P.. Chem. Commun. (Cambridge). 2018; 54: 2615
- 24 Schmidt, E. Y., Tatarinova, I. V., Protsuk, N. I., Ushakov, I. A., Trofimov, B. A.. J. Org. Chem.. 2017; 82: 119
- 25 Lechel, T., Kumar, R., Bera, M. K., Zimmer, R., Reissig, H.-U.. Beilstein J. Org. Chem.. 2019; 15: 655
- 27 Devambatla, R. K. V., Li, W., Zaware, N., Choudhary, S., Hamel, E., Mooberry, S. L., Gangjee, A.. Bioorg. Med. Chem. Lett.. 2017; 27: 3423
- 28 Gayon, E., Szymczyk, M., Gérard, H., Vrancken, E., Campagne, J.-M.. J. Org. Chem.. 2012; 77: 9205
- 29 Shi, T., Zerio, C. J., Sivinski, J., Ambrose, A. J., Moore, K. T., Buckley, T., Kaneko, L., Zhang, M., Zhang, D. D., Chapman, E.. Eur. J. Org. Chem.. 2019; 3269
- 30 Frutos, R. P., Wei, X., Patel, N. D., Tampone, T. G., Mulder, J. A., Busacca, C. A., Senanayake, C. H.. J. Org. Chem.. 2013; 78: 5800
- 32 Szennyes, E., Bokor, E., Langer, P., Gyémànt, G., Docsa, T., Sipos, A., Somsàk, L.. New J. Chem.. 2018; 42: 17 439
- 34 Stepaniuk, O. O., Rudenko, T. V., Vashchenko, B. V., Matvienko, V. O., Kondratov, I. S., Tolmachev, A. A., Grygorenko, O. O.. Tetrahedron. 2019; 75: 3472
- 37 Andrade, V. P., Mittersteiner, M., Bonacorso, H. G., Frizzo, C. P., Martins, M. A. P., Zanatta, N.. Synthesis. 2019; 51: 2311
- 39 Guirado, A., Alarcón, E., Vicente, Y., Andreu, R., Bautista, D., Gálvez, J.. Tetrahedron. 2016; 72: 3922
- 41 Lin, M., Chen, Q.-Z., Zhu, Y., Chen, X.-L., Cai, J.-J., Pan, Y.-M., Zhan, Z.-P.. Synlett. 2011; 1179
- 49 Anderson, E. D., Duerfeldt, A. S., Zhu, K., Glinkerman, C. M., Boger, D. L.. Org. Lett.. 2014; 16: 5084
- 55 Medina-Mercado, I., Zaragoza-Galicia, I., Olivo, H. F., Romero-Ortega, M.. Synthesis. 2018; 50: 4133
- 56 Trujillo-Lagunas, M. L., Medina-Mercado, I., Zaragoza-Galicia, I., Olivo, H. F., Romero-Ortega, M.. Synthesis. 2019; 51: 530
- 59 Chikhale, R., Thorat, S., Choudhary, R. K., Gadewal, N., Khedekar, P.. Bioorg. Chem.. 2018; 77: 84
- 61 Tichý, M., Smoleń, S., Tloušt’ová, E., Pohl, R., Oždian, T., Hejtmánková, K., Lišková, B., Gurská, S., Džubák, P., Hajdúch, M., Hocek, M.. J. Med. Chem.. 2017; 60: 2411
- 62 Tokarenko, A., Lišková, B., Smoleń, S., Táborská, N., Tichý, M., Gurská, S., Perlíková, P., Frydrych, I., Tloušt’ová, E., Znojek, P., Mertlíková-Kaiserová, H., Slavětínská, L. P., Pohl, R., Klepetářová, B., Khalid, N.-U.-A., Wenren, Y., Laposa, R. R., Džubák, P., Hajdúch, M., Hocek, M.. J. Med. Chem.. 2018; 61: 9347
- 66 Verbitskiy, E. V., Cheprakova, E. M., Slepukhin, P. A., Kodess, M. I., Ezhikova, M. A., Pervova, M. G., Rusinov, G. L., Chupakhin, O. N., Charushin, V. N.. Tetrahedron. 2012; 68: 5445
- 67 Verbitskiy, E. V., Rusinov, G. L., Charushin, V. N., Chupakhin, O. N., Cheprakova, E. M., Slepukhin, P. A., Pervova, M. G., Ezhikova, M. A., Kodess, M. I.. Eur. J. Org. Chem.. 2012; 6612
- 68 Verbitskiy, E. V., Eltsov, O. S., Zhilina, E. F., Pakhomov, I. M., Rusinov, G. L., Chupakhin, O. N., Charushin, V. N.. Tetrahedron. 2019; 75: 2687
- 69 Mullens, P., Cleator, E., McLaughlin, M., Bishop, B., Edwards, J., Goodyear, A., Andreani, T., Jin, Y., Kong, J., Li, H., Williams, M., Zacuto, M.. Org. Process Res. Dev.. 2016; 20: 1075
- 71 Bartoccini, F., Piersanti, G., Armaroli, S., Cerri, A., Cabri, W.. Tetrahedron Lett.. 2014; 55: 1376
- 72 Caroff, E., Meyer, E., Treiber, A., Hilpert, K., Riederer, M. A.. Bioorg. Med. Chem. Lett.. 2014; 24: 4323