The microreview is devoted to the methods of synthesis of 3,1-benzoxazines, published over the past 5 years.
Similar content being viewed by others
References
Cao, C. K.; Sheng, J.; Chen, C. Synthesis 2017, 49, 5081
Sinai, Á.; Mészáros, Á.; Gáti, T.; Kudar, V.; Palló, A.; Novák, Z. Org. Lett. 2013, 15, 5654.
Aradi, K.; Novák, Z. Adv. Synth. Catal. 2015, 357, 371.
Sheng, J.; Su, X.; Cao, C.; Chen, C. Org. Chem. Front. 2016, 3, 501.
Grande, F.; Occhiuzzi, M. A.; Ioele, G.; Ragno, G.; Garofalo, A. Eur. J. Med. Chem. 2018, 151, 121.
(a) Ziarani, G. M.; Gholamzadeh, P.; Badiei, A.; Vavsari, V. F. Res. Chem. Intermed. 2018, 44, 277. (b) Soheilizad, M.; Soroosh, S.; Pashazadeh, R. Monatsh. Chem. 2017, 148, 739. (c) Shemchuk, L. A.; Chernykh, V. P.; Levashov, D. V.; Sytnik, K. M.; Shemchuk, L. M. Russ. J. Org. Chem. 2010, 46, 1687. [Zh. Org. Khim. 2010, 11, 1680.] (d) Dziełak, M.; Trzybiński, D.; Czerwińska, J.; Majchrzak, B.; Tudek, B.; Woźniak, K.; Mieczkowski, A. Molbank 2018, M979. d Jia, F.-C.; Zhou, Z.-W.; Xu, C.; Wu, Y.-D.; Wu, A.-X. Org. Lett. 2016, 18, 2942.
Guan, Z.-H.; Chen, M.; Ren, Z.-H. J. Am. Chem. Soc. 2012, 134, 17490
Pal, K.; Hoque, A.; Volla, C. M. R. Chem.–Eur. J. 2018, 24, 2558.
Wu, X.-F.; Sharif, M.; Shoaib, K.; Neumann, H.; Pews-Davtyan, A.; Langer, P.; Beller, M. Chem.–Eur. J. 2013, 19, 6230.
(a) Gataullin, R. R. Russ. J. Org. Chem. 2018, 54, 1 [Zh. Org. Khim. 2018, 54, 7.] (b) Vandavasi, J. K.; Kuo, K.-K.; Hu, W.-P.; Shen, H.- C.; Lo, W.-S.; Wang, J.-J. Org. Biomol. Chem. 2013, 11, 6520. (с) Ishida, T.; Kikuchi, S.; Tsubo, T.; Yamada, T. Org. Lett. 2013, 15, 848.
(a) Neue, B.; Reiermann, R.; Fröhlich, R.; Wibbeling, B.; Bergander, K.; Würthwein, E.-U. Eur. J. Org. Chem. 2013, 4944. (b) Kobayashi, K.; Okamura, Y.; Konishi, H. Synthesis 2009, 1494. (c) Kobayashi, K.; Okamura, Y.; Fukamachi, S.; Konishi, H. Heterocycles 2010, 81, 1253.
(a) Cai, Z.-J.; Yang, C.; Wang, S.-Y.; Ji, S.-J. Chem. Commun. 2015, 51, 14267. (b) Cai, Z.-J.; Li, F.-H.; Wang, S.-Y.; Ji, S.-J. Org. Lett. 2016, 18, 4810. (c) Székely, A.; Sinai, Á.; Tóth, E. B.; Novák, Z. Synthesis 2014, 1871.
Kobayashi, K.; Yokoi, Y.; Komatsu, T.; Konishi, H. Tetrahedron 2010, 66, 9336.
(a) Giustiniano, M.; Basso, A.; Mercalli, V.; Massarotti, A.; Novellino, E.; Tron, G. C.; Zhu, J. Chem. Soc. Rev. 2017, 46, 1295. (b) Ahmed, M.; Naseer, M. M. New J. Chem. 2017, 41, 7824.
(a) Bagautdinova, R. H.; Pudovik, E. M.; Burilov, A. R.; Terent'eva, S. A.; Pudovik, M. A. Russ. J. Gen. Chem. 2016, 86, 749. [Zh. Obshch. Khim. 2016, 86, 556.] (b) Niemi, T.; Fernández, I.; Steadman, B.; Mannisto, J. K.; Repo, T. Chem. Commun. 2018, 54, 3166. (c) Wang, J.; Zhou, R.; Zhuang, S.; Wu, A. Tetrahedron 2018, 74, 7283. (d) Bendorf, H. D.; Vebrosky, E. N.; Eck, B. J. J. Chem. Educ. 2016, 93, 1637. (e) Han, B.; Yang, X.-L.; Wang, C.; Bai, Y.-W.; Pan, T.-C.; Chen, X.; Yu, W. J. Org. Chem. 2012, 77, 1136. (f) Gvozdev, V. D.; Shavrin, K. N.; Egorov, M. P.; Nefedov, O. M. Mendeleev Commun. 2015, 25, 329.
Shen, G.; Chen, D.; Zhang, Y.; Sun, M.; Chen, K.; Jin, C.; Li, K.; Bao, W. Tetrahedron 2012, 68, 166
(a) He, P.; Wu, J.; Nie, Y.-B.; Ding, M.-W. Tetrahedron 2009, 65, 8563. (b) Ren, Z.-L.; Liu, J.-C.; Ding, M.-W. Synthesis 2017, 745.
(a) Zhang, N.; Cheng, R.; Zhang-Negrerie, D.; Du, Y.; Zhao K. J. Org. Chem. 2014, 79, 10581. (b) Laha, J. K.; Tummalapalli, K. S. S.; Nair, A.; Patel, N. J. Org. Chem. 2015, 80, 11351. (c) Shang, X.-J.; Liu Z.-Q. Synthesis 2017, 4693. (d) Li, Y.; Li, Z.; Xiong, T.; Zhang, Q.; Zhang, X. Org. Lett. 2012, 14, 3522. (e) Grande, F.; Brizzi, A.; Garofalo, A.; Aiello F. Tetrahedron 2013, 69, 9951.
Shang, X.-X.; Vu, H.-M.; Li X.-Q. Synthesis 2018, 377.
(a) Andriyanova, O. A.; Skladchikov, D. A.; Gataullin, R. R. Russ. J. Org. Chem. 2013, 49, 890. [Zh. Org. Khim. 2013, 49, 904.] (b) Trofimova, E. V.; Archegov, B. P.; Fedotov, A. N.; Gazzaeva, R. A.; Mochalov, S. S.; Zefirov, N. S. Chem. Heterocycl. Compd. 2009, 45, 1095. [Khim. Geterotsikl. Soedin. 2009, 1368.]
(a) Jana, S.; Ashokan, A.; Kumar, S.; Verma, A.; Kumar, S. Org. Biomol. Chem. 2015, 13, 8411. (b) Zhao, J.-F.; Duan, X.-H.; Yang, H.; Guo, L.-N. J. Org. Chem. 2015, 80, 11149. (c) Wang, Y.-M.; Wu, J.; Hoong, C.; Rauniyar, V.; Toste, F. D. J. Am. Chem. Soc. 2012, 134, 12928. (d) Chaitanya, M.; Anbarasan, P. Org. Lett. 2018, 20, 1183. (e) Wu, J.; Zong, Y.; Zhao, C.; Yan, Q.; Sun, L.; Li, Y.; Zhao, J.; Ge, Y.; Li, Z. Org. Biomol. Chem. 2019, 17, 794.
The work was performed within the framework of the State assignment on subject № AAAA-A19-119011790021-4.
Author information
Authors and Affiliations
Corresponding author
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2019, 55(8), 701–703
Rights and permissions
About this article
Cite this article
Likhacheva, N.А., Gataullin, R.R. New advances in the synthesis of 3,1-benzoxazines (microreview). Chem Heterocycl Comp 55, 701–703 (2019). https://doi.org/10.1007/s10593-019-02524-3
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10593-019-02524-3