SELECTIVE SYNTHESIS OF HETEROCYCLIC-COMPOUNDS THROUGH THE INTRAMOLECULAR SUBSTITUTION OF PHENYLSELENONYL GROUP BY NITROGEN OR CARBONYL OXYGEN IN AMIDES

被引：28

作者：

TOSHIMITSU, A

HIROSAWA, C

TANIMOTO, S

UEMURA, S

机构：

[1] Institute for Chemical Research, kyoto University, Uji, Kyoto

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 28期

关键词：

SELENONE; NITROGEN HETEROCYCLE; OXAZOLINE; DIHYDROOXAZINE;

D O I：

10.1016/0040-4039(92)88089-N

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Nitrogen heterocycles were produced by the oxidation of N-[omega-(phenylseleno)alkyl]-p-toluenesulfonamides through the intramolecular substitution of the resultant phenylselenonyl group by the nitrogen atom. By the oxidation of the corresponding benzamides, on the other hand, cyclization by nitrogen or carbonyl oxygen proceeded depending on the number of carbon atoms between the nucleophile (amide) and the leaving group (selenonyl group).

引用

页码：4017 / 4020

页数：4

共 21 条

[1]

Abd El Samii Z. K. M., 1988, J CHEM SOC P1, P2517

[2] REACTIONS OF ENOLATES WITH VINYL SELENOXIDES AND VINYL SELENONES - ONE-STEP SYNTHESIS OF CYCLOPROPYLCARBONYL COMPOUNDS [J].