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铜催化含氮和硫化物的乙烯基化反应研究
引用本文:廖骞,席婵娟.铜催化含氮和硫化物的乙烯基化反应研究[J].有机化学,2012,32(6):986-993.
作者姓名:廖骞  席婵娟
作者单位:清华大学化学系 北京100084
摘    要:以铜为催化剂,结合不同的反应条件,分别阐述了酰胺、胺、唑类化合物和硫化物与卤代烯烃的交叉偶联反应,从而分别得到了各种烯酰胺、烯胺、N-烯基唑类化合物和烯基硫醚化合物.上述亲核试剂与1,4-二卤-1,3-二烯化合物反应,经过两次乙烯基化反应,可以高效地得到各种取代的吡咯和噻吩衍生物.进一步阐述了N—H键以及其邻位C—H键也能够和1,4-二卤-1,3-二烯反应,生成唑并吡啶衍生物.

关 键 词:铜催化  N-乙烯基化  S-乙烯基化  N-双乙烯基化  S-双乙烯基化

Investigation on Copper-Catalyzed Vinylation of N-and S-Centered Nucleophiles
Liao,Qian , Xi,Chanjuan.Investigation on Copper-Catalyzed Vinylation of N-and S-Centered Nucleophiles[J].Chinese Journal of Organic Chemistry,2012,32(6):986-993.
Authors:Liao  Qian  Xi  Chanjuan
Affiliation:Liao,Qian Xi,Chanjuan(Department of Chemistry,Tsinghua University,Beijing 100084)
Abstract:Copper could be catalyst on the alkenylation reactions of amides,amines,azoles and sulfides,which afforded effi-cient methods for the synthesis of alkenylamides,enamines,alkenylazoles and alkenylsulfides.Under the conditions of the coupling processes,it would be possible to effect a related transformation as a means to access heterocycles in one-pot.Ac-cordingly,copper-catalyzed double alkenylations of amides,amines and sulfides to afford pyrroles and thiophenes have been expatiated.Furthermore,copper-catalyzed tandem alkenylations of azoles to afford nitrogen-bridgehead azolopyridine deriva-tives via an N—H bond and its adjacent C—H bond activation have been illustrated.
Keywords:copper-catalysis  N-vinylation  S-vinylation  N-double vinylation  S-double vinylation
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