The products of vicarious nucleophilic substitution and annelation in the reactions of α-haloalkyl carbanions with benzonaphthyridines and their N-oxides

被引：5

作者：

Bachowska, B ^{[1
]}

机构：

[1] Pedag Univ, Inst Chem, PL-42201 Czestochowa, Poland

来源：

MONATSHEFTE FUR CHEMIE | 2002年 / 133卷 / 08期

关键词：

alpha-halo carbanions; vicarious nucleophilic substitution (VNS); annelation; benzonaphthyridine N-oxides;

D O I：

10.1007/s007060200076

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Carbanions of chloromethyl 4-tolylsulfone, bromo- and chloromethanesulfomorpholide, and neopentyl chloromethanesulfonate react with benzonaphthyridines and their N-oxides via two pathways: vicarious nucleophilic substitution of hydrogen and annelation. The results are rationalized in terms of the negative charge delocalization in the intermediate sigma-adducts.

引用

页码：1071 / 1076

页数：6

共 13 条

[1]

Bachowska B, 1998, POL J CHEM, V72, P89

[2] Vicarious nucleophilic substitution of hydrogen and formation of aziridine rings in reactions of benzonaphthyridines and their N-oxides with chloromethyl phenyl sulfone [J].