Functionalization of Alkynes Catalyzed by t-Bu-P4 Base

Functionalization of Alkynes Catalyzed by t-Bu-P4 Base
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DOI:
10.1002/adsc.200404076
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发表时间:
2004-08
影响因子:
5.4
通讯作者:
T. Imahori;C. Hori;Y. Kondo
T. Imahori;C. Hori;Y. Kondo
中科院分区:
化学2区
文献类型:
--
作者:
T. Imahori;C. Hori;Y. Kondo

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研究了磷腈碱t-Bu-P4碱催化的O-和N-亲核试剂对炔的加成反应。在DMSO中,通过亲核试剂的加成,炔很容易转化为烯醇醚和烯胺。当苯乙炔与二异丙胺反应时,观察到苯乙炔独特的头对头二聚反应,得到烯炔衍生物。苯乙炔的末端质子也被t-Bu-P4碱催化活化生成乙炔阴离子,该乙炔阴离子与羰基化合物反应生成苯基丙炔醇衍生物。
The addition of O- and N-nucleophiles to alkynes catalyzed by a phosphazene base, t-Bu-P4 base, was investigated. Alkynes were easily transformed to enol ethers and enamines in DMSO by the addition of nucleophiles. When phenylacetylene was reacted with diisopropylamine, a unique head-to-head dimerization of phenylacetylene was observed to give the enyne derivative. Terminal proton of phenylacetylene was also catalytically activated by t-Bu-P4 base to generate the acetylide anion which was reacted with carbonyl compounds to give phenylpropargylic alcohol derivatives.