Synthesis of 4-(1-dialkylaminoalkyl)pyrrolo[1,2-a]quinoxalines

被引：14

作者：

Kobayashi, K ^{[1
]}

Matsumoto, T ^{[1
]}

Irisawa, S ^{[1
]}

Yoneda, K ^{[1
]}

Morikawa, O ^{[1
]}

Konishi, H ^{[1
]}

机构：

[1] Tottori Univ, Fac Engn, Dept Mat Sci, Tottori 6808552, Japan

来源：

HETEROCYCLES | 2001年 / 55卷 / 05期

关键词：

electrophilic substitution; Eschenmoser's salt; iminium salt; isocyanide; pyrrole;

D O I：

10.3987/COM-01-9186

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of 1-(2-isocyanophenyl)pyrroles (1), which were readily prepared from commercially available or known 1-(2-aminophenyl)pyrroles by formylation in refluxing ethyl formate followed by dehydration with POCl3/Et3N in THF, with Eschenmoser's salt (2) proceeded smoothly at room temperature to give the dimethyl(pyrrolo[1,2-a]quinoxalin-4-ylmethyl)ammonium iodides (3) in good yields (74-75%). 1-(2-Isocyanophenyl)pyrrole (la) was also found to react with a range of iminium salts (5) and (7), derived from secondary amines and aldehydes in the presence of Me3SiCl/NaI/Et3N, to give 4-(1-dialkylaminoalkyl)pyrrolo[1,2-a]quinoxaline derivatives (6), (8), and (9) in isolated yields ranging from 47 to 99%.

引用

页码：973 / 980

页数：8

共 20 条

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