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Showing papers by "Harold W. Moore published in 1988"


Journal ArticleDOI
TL;DR: Les composes du titre sont prepared par addition d'organolithiens sur des dialcoxy-3,4 cyclobutene-3diones-1,2, suivie de l'addition d'anhydride trifluoroacetique as mentioned in this paper.
Abstract: Les composes du titre sont prepares par addition d'organolithiens sur des dialcoxy-3,4 cyclobutene-3diones-1,2, suivie de l'addition d'anhydride trifluoroacetique

73 citations


Journal ArticleDOI
TL;DR: Synthese a partir d'hydroxy-4 aryl-4- et -heteryl-4 cyclobutene-2ones; obtention de naphtaquinones-1,4, de benzofurannequinones-4,7, de benzo [b] thiophenequinones 4,7 et d'indolequinones 2,7
Abstract: Synthese a partir d'hydroxy-4 aryl-4- et -heteryl-4 cyclobutene-2ones; obtention de naphtaquinones-1,4, de benzofurannequinones-4,7, de benzo [«b»] thiophenequinones-4,7 et d'indolequinones-4,7

60 citations



Journal ArticleDOI
TL;DR: In this article, a stereoselective disrotatory electrocyclic ring opening to the corresponding conjugated ketene in which the C 4 hydroxyl group rotates inward towards the ketene moiety was proposed.

17 citations


Journal ArticleDOI
TL;DR: An unusual rearrangement of 5,6dihydroxy-1,3-dimethoxy-5,6-diphenylethynyl-1-3-cyclohexadiene was observed when I was treated with ZnCl 2 in refluxing carbon tetrachloride as mentioned in this paper.

6 citations


Journal ArticleDOI
TL;DR: Les composes du titre sont prepared par addition d'organolithiens sur des dialcoxy-3,4 cyclobutene-3diones-1,2, suivie de l'addition d'anhydride trifluoroacetique as mentioned in this paper.
Abstract: Les composes du titre sont prepares par addition d'organolithiens sur des dialcoxy-3,4 cyclobutene-3diones-1,2, suivie de l'addition d'anhydride trifluoroacetique

1 citations


Journal ArticleDOI
TL;DR: In this paper, a stereoselective disrotatory electrocyclic ring opening to the corresponding conjugated ketene in which the C 4 hydroxyl group rotates inward towards the ketene moiety was proposed.
Abstract: Photolysis of 4-substituted-4-hydroxy-3-cyclobuten-1-ones undergo electrocyclic ring opening followed by ring closure to provide butenolide products. This transformation is envisaged to involve a stereoselective disrotatory electrocyclic ring opening to the corresponding conjugated ketene in which the C 4 hydroxyl group rotates inward towards the ketene moiety. Intramolecular trapping of the ketene moiety with the proximal hydroxyl group results in the corresponding butenolide products.



Journal ArticleDOI
TL;DR: The annulated cyanophenols are derived from the thermolysis of 3,6-diaryl-2,5-diazido-1,4-benzoquinones in the presence of an alkyne.
Abstract: Annulated cyanophenols are the products derived from the thermolysis of 3,6-diaryl-2,5-diazido-1,4-benzoquinones in the presence of an alkyne. The transformation is envisaged to involve the following steps: 1)thermal fragmentation of the azidoquinones to arylcyanoketenes, 2) cycloaddition of the ketenes to an alkyne to give 4-aryl-4-cyanocyclobutenones, 3) electrocyclic ring opening of the cyclobutenone to generate (2-aryl-2-cyanoethenyl)ketenes, and 4) ring closure of the conjugated ketenes to give the annulated cyanophenol products. Similarly, analogous products are obtained from the thermolysis of 4-aryl-3-azido-6-chloro-5-ethoxy-1,2-benzoquinones.

Journal ArticleDOI
TL;DR: Synthese a partir d'hydroxy-4 aryl-4- et -heteryl-4 cyclobutene-2ones; obtention de naphtaquinones-1,4, de benzofurannequinones-4,7, de benzo [b] thiophenequinones 4,7 et d'indolequinones 2,7
Abstract: Synthese a partir d'hydroxy-4 aryl-4- et -heteryl-4 cyclobutene-2ones; obtention de naphtaquinones-1,4, de benzofurannequinones-4,7, de benzo [«b»] thiophenequinones-4,7 et d'indolequinones-4,7

Journal ArticleDOI
TL;DR: In this paper, an efficient and practical synthesis of the antipsoriatic drug Lonapalene was reported, which involves the thermal rearrangement of 4-(4-chlorophenyl)-4-hydroxy-2,3-dimethoxycyclobutenone to 6-chloro-1,4-dihydroxy- 2,3 -dimethoxynaphthalene.
Abstract: An efficient and practical synthesis of the antipsoriatic drug Lonapalene is reported. This involves the thermal rearrangement of 4-(4-chlorophenyl)-4-hydroxy-2,3- dimethoxycyclobutenone to 6-chloro-1,4-dihydroxy-2,3-dimethoxynaphthalene which was converted to Lonapalene upon treatment with acetic anhydride/pyridine.