Palladium-catalysed 1,4-arylation/alkylation of buta-1,3-diene with halogenoarenes and stabilised anions

Palladium-catalysed 1,4-arylation/alkylation of buta-1,3-diene with halogenoarenes and stabilised anions
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钯催化 1,3-丁二烯与卤代芳烃和稳定阴离子的 1,4-芳基化/烷基化

DOI:
10.1039/p19900000647
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发表时间:
1990
期刊:
Journal of The Chemical Society-perkin Transactions 1
影响因子:
--
通讯作者:
Shigetoshi Takahashi
Shigetoshi Takahashi
中科院分区:
--
文献类型:
--
作者:
M. Uno;Terumasa Takahashi;Shigetoshi Takahashi

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在钯-膦催化剂的存在下,丁-1,3-二烯与卤代芳烃和-CH (CN)2反应生成二烯的1,4-芳基化/烷基化产物ArCH2CHCHCH2C(Ar)(CN)2(6),产率中等。在该反应中,三种组分通过串联插入/偶联反应在一个催化循环中形成两个碳-碳键。稳定的阴离子如-CH (CN)CO2Me和-CH (CO2Et)2同样产生1,4-芳基化/烷基化产物。
In the presence of a palladium–phosphine catalyst, buta-1,3-diene reacts with halogenoarenes and –CH(CN)2 to give 1,4-arylation/alkylation products of the diene, ArCH2CHCHCH2C(Ar)(CN)2(6), in moderate yields. In this reaction, two carbon–carbon bonds are built up from three components by a tandem insertion/coupling reaction in one catalytic cycle. Stabilised anions such as –CH(CN)CO2Me and –CH(CO2Et)2 similarly yield 1,4-arylation/alkylation products.