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.
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页码：158 / 166
页数：9
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