Chemical & Pharmaceutical Bulletin 2004-09-01

Synthesis and Diels-Alder reactivity of ortho-carbazolequinones.

Muriel Compain-Batissou, Djamila Latreche, Jacques Gentili, Nadia Walchshofer, Zouhair Bouaziz

Index: Chem. Pharm. Bull. 52(9) , 1114-6, (2004)

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Abstract

Oxidation of 2- and 3-hydroxycarbazoles with Frémy's salt gave the corresponding ortho-carbazolequinones. These molecules react as carbodienophiles in Diels-Alder reaction with 1-acetoxy-1,3-butadiene and 1,3-cyclopentadiene to provide the novel benzocarbazolequinone structures 15, 16, 18 and 19.

Structure	Name/CAS No.	Molecular Formula	Articles
	1-acetoxy-1,3-butadiene CAS:1515-76-0	C₆H₈O₂

[J. Chem. Soc. Perkin Trans. I , 1925, (1993)]

Preparation of functionalized juglone acetates and juglones ...
[J. Org. Chem. 58(27) , 7906, (1993)]

[J. Org. Chem. 58 , 7146, (1993)]

Intra- and Intermolecular Oxa-Pictet-Spengler Cyclization St...
[European J. Org. Chem. 23 , 4442-4449, (2010)]

Structure determination of the Diels-Alder product of a keto...
[Tetrahedron Lett. 37(13) , 2153-6, (1996)]

Synthesis and Diels-Alder reactivity of ortho-carbazolequinones.

Abstract

Related Compounds