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Journal ArticleDOI

PHOSPHONIUM YLIDS, IV.1 The Reaction of Tetrahalo-o-benzoquinones with Diphenylmethylenetriphenylphosphoraneane Fluorenylidenetriphenylphosphoranes. An Anomalous Behavior of the Wittig Reagent

M. M. Sidky, +1 more
- 01 Feb 1984 - 
- Vol. 19, Iss: 1, pp 27-30
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TLDR
In this article, a novel synthesis of 1,3-dioxoles by the action of diphenylmethylenetriphenylphosphorane (1) and fluorenylidenetrivenetriptonylphophosphoranes (2) on tetrahalo-o-benzoquinones (5) is reported.
Abstract
A novel synthesis of 1,3-dioxoles (6a), (6b) and (7a-d) by the action of diphenylmethylenetriphenylphosphorane (1) and fluorenylidenetriphenylphosphoranes (2) on tetrahalo-o-benzoquinones (5) is reported. A possible reaction mechanism is considered and the structural assignments are supported by chemical and physical evidence.

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Journal ArticleDOI

THE BEHAVIOR OF N-PHENYLIMINOPHOSPHORANE TOWARDS o- AND p-QUINONES. NEW SYNTHESIS OF DIOXAZOLE AND OXADIAZOLE DERIVATIVES

TL;DR: In this paper, N-Phenyliminophosphorane (1) reacts with 9,10-phenanthrenequinone (2a) to give the new products 2-phenylphenanthro[9, 10-d][1, 3, 2]dioxazole (4a) and (10Z)-10-(phenylimino)-9(10H) phenanthrenone (4b)
Book ChapterDOI

Heterocycle-Forming Reactions of 1,2-Benzoquinones

TL;DR: In this paper, the authors focus on heterocycle-forming reactions of 1,2-benzoquinones (ortho-quinones) and systematically analyze the modes of reaction of ortho-ququinones that lead to heterocycles.
Journal ArticleDOI

THE REACTIVITY OF 2-ACETYL(3H)NAPHTHO(2,1-b]-PYRAN-3-ONE TOWARDS SOME PHOSPHORUS YLIDES: SYNTHESIS OF COUMARINYL[2,1-b]-FUSED CYCLIC COMPOUNDS

TL;DR: In this paper, 2-acetyl (3H)naphtho[2,l-6]pyran-3-one I with ylides 2aJ) led to the formation of the corresponding [2, l i]-fused substituted substituted benzene 6a.b and Wittig products 3a,b.d. with Ylides Zc.
Journal ArticleDOI

Cycloaddition of phosphanylidene-σ4-phosphoranes ArPPMe3 and quinones to yield 1,3,2-dioxophospholanes

TL;DR: The reaction of phosphanylidene-[sigma](4)-phosphoranes with select ortho-quinones yields 1,3,2-dioxophospholanes, one of which shows interesting [small pi]-stacking of the aromatic groups in the solid state.
References
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Journal ArticleDOI

Umsetzungen einiger Diazoalkane mit Isatin, N-Methyl-isatin, Cumarandion und Thionaphthenchinon

TL;DR: Isatin (Ia) and N-Methyl-isatin(Ib) werden, ahnlich wie durch Diazo-and Phenyldiazomethan, auch durch Isatin and Diazoessigester (in letzterem Falle besonders glatt unter Zinkchlorid-Zusatz) in Derivate des 3-Hydroxy-carbbostyrils umgewandelt.
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