OALib Journal期刊
羰基兼容的氟代反应及远端氟代脂肪酮合成的近期进展
DOI: 10.6023/A15060424
Keywords: 氟化反应 ,碳氢键活化 ,脱羧反应 ,烯烃双官能团化 ,开环反应
Abstract:
含氟化合物在医药、农药以及材料领域有着广泛的应用,然而温和而高效的构建sp3碳氟键却极具挑战性.氟代脂肪酮类化合物是一类重要的含氟合成砌块.本文将从碳氢键氟化、脱羧脱硼氟化、双键氟化、开环氟化四个方面简要概述近年来羰基兼容的氟代反应以及在合成远端氟代脂肪酮方面取得的重要进展.
References
[1] (a) Hiyama, T. Organofluorine Compounds: Chemistry and Applications, Springer, New York, 2000. [2] (b) Kirsch, P. Modern Fluoroorganic Chemistry: Synthesis, Reactivity and Applications, 2nd ed., Wiley-VCH, Weinheim, 2013. [3] (c) Fluorine in Pharmaceutical and Medicinal Chemistry: From Biophysical Aspects to Clinical Applications, Eds.: Gouverneur, V.; Muller, K., Imperial College Press, London, 2012. [4] (d) Ni, C.; Zhu, L.; Hu, J. Acta Chim. Sinica 2015, 73, 90. (倪传法, 朱林桂, 胡金波, 化学学报, 2015, 73, 90.) [5] (e) Zhu, H.; Liu, G. Acta Chim. Sinica 2012, 70, 2404. (朱海涛, 刘国生, 化学学报, 2012, 70, 2404.) [6] (f) Xiao, Y.; Pan, Q.; Zhang, X. Acta Chim. Sinica 2015, 73, 383. (肖玉兰, 潘强, 张新刚, 化学学报, 2015, 73, 383.) [7] (a) Miller, P. W.; Long, N. J.; Vilar, R.; Gee, A. D. Angew. Chem., Int. Ed. 2008, 47, 8998. [8] (b) Ametamey, S. M.; Honer, M.; Schubiger, P. A. Chem. Rev. 2008, 108, 1501. [9] For selected examples, see: (a) Shibata, N.; Suzuki, E.; Takeuchi, Y. J. Am. Chem. Soc. 2000, 122, 10728. [10] (b) Hintermann, L.; Togni, A. Angew. Chem., Int. Ed. 2000, 39, 4359. [11] (c) Hamashima, Y.; Yagi, K.; Takano, H.; Tamás, L.; Sodeoka, M. J. Am. Chem. Soc. 2002, 124, 14530. [12] (d) Ishimaru, T.; Shibata, N.; Horikawa, T.; Yasuda, N.; Nakamura, S.; Toru, T.; Shiro, M. Angew. Chem., Int. Ed. 2008, 47, 4157. [13] (e) Kwiatkowski, P.; Beeson, T. D.; Conrad, J. C.; MacMillan, D. W. C. J. Am. Chem. Soc. 2011, 133, 1738. [14] (f) Wang, L.; Meng, W.; Zhu, C.-L.; Zheng, Y.; Nie, J.; Ma, J.-A. Angew. Chem., Int. Ed. 2011, 50, 9442. [15] (g) Phipps, R. J.; Hiramatsu, K.; Toste, F. D. J. Am. Chem. Soc. 2012, 134, 8376. [16] (a) Liu, W.; Groves, J. T. Angew. Chem., Int. Ed. 2013, 52, 6024. [17] (b) Huang, X.; Liu, W.; Ren, H.; Neelamegam, R.; Hooker, J. M.; Groves, J. T. J. Am. Chem. Soc. 2014, 136, 6842. [18] (a) Bloom, S.; Pitts, C. R.; Woltornist, R.; Griswold, A.; Holl, M. G.; Lectka, T. Org. Lett. 2013, 15, 1722. [19] (b) Bloom, S.; Sharber, S. A.; Holl, M. G.; Knippel, J. L.; Lectka, T. J. Org. Chem. 2013, 78, 11082. [20] Xia, J.; Zhu, C.; Chen, C. J. Am. Chem. Soc. 2013, 135, 17494. [21] Kee, C. W.; Chin, K. F.; Wong, M. W.; Tan, C. H. Chem. Commun. 2014, 50, 8211. [22] Yin, F.; Wang, Z.; Li, Z.; Li, C. J. Am. Chem. Soc. 2012, 134, 10401. [23] Li, Z.; Wang, Z.; Zhu, L.; Tan, X.; Li, C. J. Am. Chem. Soc. 2014, 136, 16439. [24] Wang, H.; Guo, L.; Duan, X. Chem. Commun. 2014, 50, 7382. [25] Zhu, L.; Chen, H.; Wang, Z.; Li, C. Org. Chem. Front. 2014, 1, 1299. [26] Zhao, H.; Fan, X.; Yu, J.; Zhu, C. J. Am. Chem. Soc. 2015, 137, 3490. [27] Ishida, N.; Okumura, S.; Nakanishi, Y.; Murakami, M. Chem. Lett. 2015, 44, 821. [28] Ren, S.; Feng, C.; Loh, T. Org. Biomol. Chem. 2015, 13, 5105. [29] Bloom, S.; Bume, D. D.; Pitts, C. R.; Lectka, T. Chem. Eur. J. 2015, 21, 8060.
Full-Text
Contact Us
service@oalib.com
QQ:3279437679
WhatsApp +8615387084133
