Condensation of 1-carbamoylmethyl-2,3,3-trimethyl-3H-indolium chloride with aromatic aldehydes

被引：0
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作者：
A. Sackus
V. Amankaviciene
V. Martynaitis
机构：
来源：
Chemistry of Heterocyclic Compounds | 2000年 / 36卷 / 6期
关键词：
aromatic aldehydes; 1-carbamoyl-2,3,3-trimethyl-3H-indolium chloride; condensation; 1,2,3,9a-tetrahydro-9H-imidazo[1,2-; ]indol-2-ones;
D O I：
10.1007/BF02297674
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摘要：
The reaction of 1-carbamoylmethyl-2,3,3-trimethyl-3H-indolium chloride with various aromatic aldehydes in acetic acid and the subsequent workup of the intermediate styrylic derivatives with strong bases yielded 9a-(2-arylethenyl)-1,2,3,9a-tetrahydro-9H-imidazo[1,2-a]indol-2-one derivatives. Condensation of the mentioned salt with salicylaldehyde in acidic or basic medium afforded the derivative of l′-carbamoylmethylspiro[benzopyran-2,2′-indole]. Alkylation of the latter compound with benzyl chloride in the presence of potassium hydroxide gave 9a-[2-(2-benzyloxyphenyl)ethenyl]-1,2,3,9a-tetrahydro-9H-imidazo[1,2-a]indol-2-one.
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页码：663 / 671
页数：8
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