Sodium Amalgam, a Useful Reducing Reagent for Formation of Amines from Azides Bearing a Variety of Functional Groups  

Sodium Amalgam, a Useful Reducing Reagent for Formation of Amines from Azides Bearing a Variety of Functional Groups

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作  者:陆标 谢小安 朱继东 马大为 

机构地区:[1]Department of Chemistry, Fudan University, Shanghai 200433, China [2]State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China

出  处:《Chinese Journal of Chemistry》2005年第12期1637-1640,共4页中国化学(英文版)

基  金:Project supported by the National Natural Science Foundation of China (No. 20132030) and the Science and Technology Commission of Shanghai Municipality (No.02JC14032).

摘  要:Reduction of azides to amines without touching benzyl, t-butyldimethylsilyl, t-butyldiphenylsilyl, trityl and tetrahydropyranyl ether protecting groups, C-C double and triple bond, as well as aromatic bromide and nitrile functional groups, was achieved using sodium amalgam as a reducing reagent in methanol at temperature from -40℃ to room temperature. However, ester group was reduced under this condition.Reduction of azides to amines without touching benzyl, t-butyldimethylsilyl, t-butyldiphenylsilyl, trityl and tetrahydropyranyl ether protecting groups, C-C double and triple bond, as well as aromatic bromide and nitrile functional groups, was achieved using sodium amalgam as a reducing reagent in methanol at temperature from -40℃ to room temperature. However, ester group was reduced under this condition.

关 键 词:sodium amalgam AZIDES reduction 

分 类 号:O614.112[理学—无机化学]

 

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