L. Brandsma, N. Chernysheva, S. V. Zinchenko, B. Trofimov
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引用次数: 0
摘要
锂化的烯或烯基溴化镁很容易与苯基亚胺反应(THF/己烷,m 90至m 105℃,10-15 r min)得到N -苯基-2-炔基亚胺。金属化3-甲基丁基-1,2-二烯的反应不仅生成了2-甲基- N -苯基-3-炔-2-亚砜酰胺,而且生成了它的异位异构体3-甲基- N -苯基丁基-1,2-二烯-1-亚砜酰胺。金属化的五1,2-二烯,1-丙-1,2-二烯环己烷和4,4-二甲基五1,2-二烯分别与苯基亚胺反应生成乙炔3、4和6作为非对映异构体的混合物。
Reaction Of Metallated Allenes With Phenylsulfinylamine
Lithiated allenes or allenylmagnesium bromides readily react (THF/hexane, m 90 to m 105°C, 10-15 r min) with phenylsulfinylamine to give N -phenyl-2-alkynylsulfinamides. The reaction z of metallated 3-methylbuta-1,2-diene leads to the formation of not only 2-methyl- N -phenylbut-3-yne-2-sulfinamide, but also its allenic isomer, 3-methyl- N -phenylbuta-1,2-diene-1-sulfinamide. Metallated penta-1,2-diene, 1-propa-1,2-dienylcyclohexane and 4,4-dimethylpenta-1,2-diene react with phenylsulfinylamine to form acetylenes 3 , 4 and 6 respectively as a mixture of diastereoisomers.