SYNTHESIS AND SILICA GEL-CATALYZED DECOMPOSITION OF 3-(1-ARYLCYCLOALKYL)-SUBSTITUTED 1,2,4-TRIOXOLANES AND 1,2,4-DIOXAZOLIDINES

被引：4

作者：

FUKAGAWA, R ^{[1
]}

NOJIMA, M ^{[1
]}

机构：

[1] OSAKA UNIV,FAC ENGN,DEPT CHEM PROC ENGN,SUITA,OSAKA 565,JAPAN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1994年 / 17期

关键词：

D O I：

10.1039/p19940002449

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Decomposition of 3-(1-phenylcyclopentyl)- and 3-(1-phenylcyclohexyl)-4-benzyl-5-phenyl-1,2,4-dioxazolidines, derived from [3 + 2] cycloadditions of benzaldehyde O-oxide and imines, by silica gel gave mixtures of the corresponding phenylcycloalkene, benzaldehyde, and N-benzylformamide. In the case of 3-(1-arylcyclopentyl)- and 3-(1-phenylcyclohexyl)-substituted 1,2,4-trioxolanes also, a similar mode of decomposition was observed. A mechanism involving heterolytic fission of the C-C bond between the peroxide ring and the cycloalkyl substituent, is proposed.

引用

页码：2449 / 2454

页数：6

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