Palladium-catalyzed selective cross-addition of triisopropylsilylacetylene to internal and terminal unactivated alkynes

Palladium-catalyzed selective cross-addition of triisopropylsilylacetylene to internal and terminal unactivated alkynes
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DOI:
10.1021/ol071326g
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发表时间:
2007-07-19
期刊:
影响因子:
5.2
通讯作者:
Inoue, Yoshio
Inoue, Yoshio
中科院分区:
化学1区
文献类型:
--
作者:
Tsukada, Naofumi;Ninomiya, Satoshi;Inoue, Yoshio

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以N,N '-双[2-(二苯基膦基)苯基]脒(DPFAM)为配体的双核和单核钯配合物催化三异丙基硅基乙炔(TIPSA)与未活化的内炔的交叉加成,选择性地生成烯炔。当使用具有PPh 3、TDMPP、dppe或dppf的钯催化剂时,得到TIPSA的二聚体作为主要产物。TIPSA与几种末端炔的反应也选择性地产生交叉加合物,尽管产率中等。
Dinuclear and mononuclear palladium complexes having N,N'-bis[2-(diphenylphosphino)phenyl]amidinate (DPFAM) as a ligand catalyzed the cross-addition of triisopropylsilylacetylene (TIPSA) to unactivated internal alkynes, giving enynes selectively. When palladium catalysts having PPh3, TDMPP, dppe, or dppf were used, dimers of TIPSA were obtained as major products. The reactions of TIPSA with several terminal alkynes also gave cross-adducts selectively, although the yields were moderate.