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Facile synthesis of(R)-1-(1H-indol-3-yl)propan-2-amines hydr...

Facile synthesis of(R)-1-(1H-indol-3-yl)propan-2-amines hydrochloride from Ketones

作     者:Zhi Guang Peng Yuan Xiang Yao Dong Hong Yin Jian Fu Liu Jin Gang Yu Du Shu Huang 

作者单位:Key Laboratory of Resources Chemistry of Nonferrous MetalsMinistry of EducationCentral South University R&D CenterChina Tobacco Hunan Industrial Corporation College of ScienceHonghe University 

会议名称:《2012 China Functional Materials Technology and Industry Forum》

会议日期:2013年

学科分类:081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基  金:supports from the National Natural Science Foundation of China(No.21201181) the Fundamental Research Funds for the Central Universities(No.201012200146) the Research Fund for the Doctoral Program of Higher Education of China(No.20110162120070) the Planned Science and Technology Project of Hunan Province(No.2012RS4007 No.2011FJ3175) 

关 键 词:(R)-1-(1H-indol-3-yl)propan-2-amines Ellman’s sulfonamides ketones condensation reaction enantiopure 

摘      要:Two kinds of(R)-1-(1H-indol-3-yl)propan-2-amines were prepared through a five-step sequence *** intermediate ketones were prepared by a modified Nef reaction using nitroalkenes to react with *** of(R)-(+)-2-methyl-2-propanesulfinamids with ketones,which was followed by a final desulfonation treatment with a solution of hydrochloride/methanol under mild conditions,optical pure(R)-sulfonamides could be synthesized. Without further chiral separation processing,the target products of (R)-1-(1H-indol-3-yl)propan-2-amines could be obtained with higher yield and excellent enantiopurity(over 99%e.e.),thus it was time-saving and cost-saving.

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