SOME ANOMALOUS PRODUCTS FROM THE ATTEMPTED HALOGENATION OF UNSATURATED ALCOHOLS BY THE COMPLEX FROM DIMETHYL SULFIDE AND N-HALO-GENOSUCCINIMIDE

被引：12

作者：

BELLESIA, F ^{[1
]}

GRANDI, R ^{[1
]}

PAGNONI, UM ^{[1
]}

TRAVE, R ^{[1
]}

机构：

[1] UNIV MODENA,IST CHIM ORGAN,I-41100 MODENA,ITALY

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1979年 / 04期

关键词：

D O I：

10.1039/p19790000851

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Intramolecular participation of carbon-carbon double bonds and hydroxy-groups can occur when alcohols are treated with complexes derived from dimethyl sulphide and N-halogenosuccinimides. Neighbouring group participation is more common in the reactions in which N-bromosuccinimide rather than N-chlorosuccinimide is employed; the results suggest caution when the alcohol to halide conversion is attempted in certain polyfunctional molecules.

引用

页码：851 / 855

页数：5

共 11 条

[1]

COREY EJ, 1973, TETRAHEDRON LETT, P919

[2]

COREY EJ, 1972, TETRAHEDRON LETT, P4339

[3] SYNTHETIC APPLICATIONS OF CYCLIZATION OF TERTIARY GAMMA ETHYLENIC ALCOHOLS INTO ALPHA BROMOTETRAHYDROFURANS UNDER ACTION OF N-BROMOSUCCINIMIDE .1. EASY SYNTHESIS OF 2,2,5-TRIMETHYLCYCLOHEPT-4-ENONE OR KARAHANAENONE FROM LINALOL [J].