Formation of N-acetyl-2,3-dihydroindoles by the electrochemical cleavage of the carbon-chlorine bond in N-allyl-2-chloroacetanilides

被引：19

作者：

Dias, M

Gibson, M

Grimshaw, J ^{[1
]}

Hill, I

Trocha-Grimshaw, J

Hammerich, O

机构：

[1] Queens Univ Belfast, Sch Chem, Belfast BT9 5AG, Antrim, North Ireland

[2] Univ Copenhagen, Dept Chem, DK-2100 Copenhagen O, Denmark

来源：

ACTA CHEMICA SCANDINAVICA | 1998年 / 52卷 / 05期

关键词：

D O I：

10.3891/acta.chem.scand.52-0549

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The electrochemically induced radical cyclization of N-alkyl-2-chloroacetanilides to form N-acetyl-2,3-dihydroindoles has been demonstrated where the phenyl ring contains an electron withdrawing substituent such as cyano. Cyclization of N-alkyl-2-chloroacetanilide was successful in the presence of (E)-stilbene as electron transfer agent yielding 1-acetyl-3-methyl-213-dihydroindole. Indirect electrochemical reduction of N-cinnamyl-2-chloroacetanilide leads mainly to cleavage of the cinnamyl group and only a low yield of N-acetyl-3-benzyl-2,3-dihydroindole was obtained.

引用

页码：549 / 554

页数：6

共 9 条

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