3-(1-Cyclohexylpyrrolidin-2-ylidene)-3H-indole and 4-(cyclohexylamino)-1-(1H-indol-3-yl)butan-1-one - the balance between enaminimine and ring-opened forms

被引：3

作者：

Aghazadeh, Masomeh ^{[3
]}

Raftery, James ^{[2
]}

Baradarani, Mehdi M. ^{[1
]}

Joule, John A. ^{[2
]}

机构：

[1] Univ Urmia, Fac Sci, Dept Chem, Orumiyeh 57153165, Iran

[2] Univ Manchester, Sch Chem, Manchester M13 9PL, Lancs, England

[3] Islamic Azad Univ, Maku Branch, Maku, Iran

来源：

ARKIVOC | 2012年

关键词：

Indole; Vilsmeier; indolenine; 3H-indole; X-ray crystallography; 3-(1-METHYLPYRROLIDIN-2-YLIDENE)-3H-INDOLE; 3-AMINOALKYLIDENE-3H-INDOLES; SECONDARY;

D O I：

10.3998/ark.5550190.0013.710

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of indole with the combination 1-cyclohexyl-2-pyrrolidinone and phosphoric trichloride gives the hydrochloride of 3-(1-cyclohexylpyrrolidin-2-ylidene)-3H-indole. Treatment of this with base at room temperature causes hydrolytic ring opening producing 4-(cyclohexylamino)-1-(1H-indol-3-yl)butan-1-one but careful low-temperature basification allows the isolation of 3-(1-cyclohexylpyrrolidin-2-ylidene)-3H-indole itself. The crystal structure of the hydrochloride, as a dihydrate, was determined.

引用

页码：158 / 166

页数：9

共 23 条

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