REACTIONS OF PHOSPHORUS COMPOUNDS .17. REACTIONS OF CYCLOPROPYLMETHYL AND CERTAIN C4-TRIPHENYLPHOSPHONIUM SALTS

被引：20

作者：

SCHWEIZER, EE

THOMPSON, JG

ULRICH, TA

机构：

[1] Department of Chemistry, University of Delaware, Newark

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1968年 / 33卷 / 08期

关键词：

D O I：

10.1021/jo01272a014

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Certain reactions of cyclopropylmethyltriphenylphosphonium bromide were examined. No products derived from ring opening were found. It was shown that no equilibration exists between the ylide 4 and an acyclic isomer, 5. No cyclopropane derivatives were detected in the reactions of crotyl- or 3-butenyltriphenylphosphonium halides under basic conditions. No products attributable to ring opening were observed in the reactions of cyclobutyltriphenylphosphonium bromide. Preparations are described for o-hydroxybenzylidenecyclobutane, benzylidenecyclobutane, and 1-cyclopropyl-2-phenylethylene. Also prepared were cyclobutyl-, 3-butenyl-, crotyl-, and cyclopropylmethyldiphenylphosphine oxides. The lithium aluminum hydride reduction of cyclopropylmethyltriphenylphosphonium bromide (3) gave triphenylphosphine. © 1968, American Chemical Society. All rights reserved.

引用

页码：3082 / +

页数：1

共 22 条

[1]

ABRAHAMS A, 1964, APPL SPECTROSC, V18, P13

[2]

ALDER K, 1951, LIEBIGS ANN CHEM, V571, P122

[3]

ANDERSON SE, 1966, THESIS U DELAWARE

[4] PHOSPHORUS COMPOUNDS .1. REDUCTION OF BENZYLPHOSPHONIUM COMPOUNDS WITH LITHIUM ALUMINUM HYDRIDE [J].