REACTION OF GRIGNARD REAGENTS WITH 2,2-DIMETHYL-2,3-DIHYDROPHENALENE-1,3-DIONE - ADDITION AND RING-OPENING REACTIONS

被引：3

作者：

COHEN, D

HANKINSO.B

MILLAR, IT

机构：

[1] Department of Chemistry, The University, Keele

来源：

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC | 1968年 / 19期

关键词：

D O I：

10.1039/j39680002428

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of 2,2-dimethyl-2,3-dihydrophenalene-1,3-dione with methylmagnesium iodide, benzylmagnesium chloride, allylmagnesium chloride, and phenylethynylmagnesium iodide, under various conditions, has been examined and the products characterised. Fission of the alicyclic ring was observed with methylmagnesium iodide: this reaction cannot involve a cyclic chelated intermediate complex.

引用

页码：2428 / &

共 6 条

[1] THE CLEAVAGE OF CYCLIC BETA-DIKETONES .1. TETRAMETHYL-1,3-CYCLOBUTANEDIONE [J].

ERICKSON, JLE ;

KITCHENS, GC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1946, 68 (03) :492-496

[2] The reaction between cyclic ss-diketones and Grignard reagents. 1,3-Diketo-2,2-dimethylhydrindene [J].

Geissman, TA ;

Tulagin, V .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1941, 63 :3352-3356

[3] The reaction between cyclic beta-diketones and Grignard reagents III 2-Methyl-2-benzoylhydrmdone [J].

Geissman, TA ;

Tulagin, V .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1944, 66 :719-722

[4] The reaction between cyclic beta-diketones and Grignard reagents II 8,8-dimethylperinaphthmdandione-7,9 [J].

Geissman, TA ;

Morris, L .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1944, 66 :716-719

[5] Studies in the peri-naphthindene series III The action of phenylmagnesium bromide on 7-ethoxy-peri-naphthindenone-9 [J].

Koelsch, CF ;

Rosenwald, RH .

JOURNAL OF ORGANIC CHEMISTRY, 1938, 3 (05) :462-464

[6] The cleavage of beta diketones. I. Cleavage by organic magnesium compounds [J].

Kohler, EP ;

Erickson, JLE .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1931, 53 (02) :2301-2309

← 1 →