Regio- and stereospecific Friedel–Crafts alkylation of indoles with spiro-epoxyoxindoles
作者： Guofeng Li , Guangjun Bao , Gongming Zhu , Yiping Li , Liwu Huang
DOI: 10.1039/C8OB00861B
关键词: Alkylation 、 Optically active 、 Catalysis 、 Chemistry 、 Stereospecificity 、 Friedel–Crafts reaction 、 Organic chemistry
摘要: A highly efficient strategy for the regio- and stereospecific Friedel–Crafts alkylation of indoles with spiro-epoxyoxindoles has been developed in the mixed solvents of HFIP/H2O (1 : 9) without the use of catalysts.
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sci-hub.se 参考文章(43)
Tak-Hang Chan, Chao-Jun Li, Comprehensive Organic Reactions in Aqueous Media ,(2007)
Paul A. Grieco, Organic synthesis in water Blackie Academic & Professional. ,(1998) , 10.1007/978-94-011-4950-1
Saumen Hajra, Subrata Maity, Ramkrishna Maity, Efficient Synthesis of 3,3'-Mixed Bisindoles via Lewis Acid Catalyzed Reaction of Spiro-epoxyoxindoles and Indoles. Organic Letters. ,vol. 17, pp. 3430- 3433 ,(2015) , 10.1021/ACS.ORGLETT.5B01432
Paul T. Anastas, John Charles Warner, Green Chemistry: Theory and Practice ,(1998)
Panpan Zhang, Wangsheng Sun, Guofeng Li, Liang Hong, Rui Wang, Copper-catalyzed cascade azidation–cyclization of tryptophols and tryptamines Chemical Communications. ,vol. 51, pp. 12293- 12296 ,(2015) , 10.1039/C5CC03964A
Barry M. Trost, On Inventing Reactions for Atom Economy Accounts of Chemical Research. ,vol. 35, pp. 695- 705 ,(2002) , 10.1021/AR010068Z
Masayuki Inoue, Hidetomo Furuyama, Hayato Sakazaki, Masahiro Hirama, Stereocontrolled synthesis of the northern part of potent proteasome inhibitor TMC-95A. Organic Letters. ,vol. 3, pp. 2863- 2865 ,(2001) , 10.1021/OL016303V
Arani Chanda, Valery V. Fokin, Organic Synthesis “On Water” Chemical Reviews. ,vol. 109, pp. 725- 748 ,(2009) , 10.1021/CR800448Q
John E. DeLorbe, Salman Y. Jabri, Steven M. Mennen, Larry E. Overman, Fang-Li Zhang, Enantioselective Total Synthesis of (+)-Gliocladine C: Convergent Construction of Cyclotryptamine-Fused Polyoxopiperazines and a General Approach for Preparing Epidithiodioxopiperazines from Trioxopiperazine Precursors Journal of the American Chemical Society. ,vol. 133, pp. 6549- 6552 ,(2011) , 10.1021/JA201789V
Jin Song, Chang Guo, Arafate Adele, Hao Yin, Liu-Zhu Gong, Enantioselective Organocatalytic Construction of Hexahydropyrroloindole by Means of α‐Alkylation of Aldehydes Leading to the Total Synthesis of (+)‐Gliocladin C Chemistry: A European Journal. ,vol. 19, pp. 3319- 3323 ,(2013) , 10.1002/CHEM.201204522