ORGANOLITHIUM REAGENTS BY REDUCTIVE DECYANATION OF NITRILES WITH LITHIUM AND A CATALYTIC AMOUNT OF 4,4'-DI-TERT-BUTYL-BIPHENYL IN A BARBIER-TYPE REACTION
ORGANOLITHIUM REAGENTS BY REDUCTIVE DECYANATION OF NITRILES WITH LITHIUM AND A CATALYTIC AMOUNT OF 4,4'-DI-TERT-BUTYL-BIPHENYL IN A BARBIER-TYPE REACTION
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DOI：
10.1016/s0040-4020(01)87024-1
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发表时间：
1994-03-14
期刊：
影响因子：
2.1
通讯作者：
YUS, M
中科院分区：
文献类型：
--
作者：
GUIJARRO, D;YUS, M
不同的腈1与过量的锂粉末（1 ∶ 14摩尔比）和催化量的4，4 ′-二叔丁基联苯（5摩尔%）在羰基化合物存在下（Barbier型条件）在THF中在低温（-30 ℃或-78 ℃）下的反应导致由亲电试剂和有机锂中间体之间的偶联产生的相应化合物2，所述有机锂中间体由起始腈1的还原脱氰产生。这一新反应也可应用于三甲基氯硅烷作为亲电试剂在0 ℃下的应用。
The reaction of different nitriles 1 with an excess of lithium powder (1:14 molar ratio) and a catalytic amount of 4,4'-di-tert-butylbiphenyl (5 mol %) in the presence of a carbonyl compound (Barbier-type conditions) in THF at low temperature (-30 or -78 degrees C) leads to the corresponding compounds 2 resulting from the coupling between the electrophile and the organolithium intermediate arising from a reductive decyanation of the starting nitrile 1. This new reaction can be also applied to the use of trimethylchlorosilane as electrophile at 0 degrees C.