Volume 30, Issue 32
Heterocyclic Compounds
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ChemInform Abstract: Ring-Ring Interconversions. Part 2. Effect of the Substituent on the Rearrangement of 6-Aryl-3-methyl-5-nitrosoimidazo[2,1-b][1,3]thiazoles into 8-Aryl-8-hydroxy-5-methyl-8H-[1,4]thiazino[3,4-c] [1,2,4]oxadiazol-3-ones. A Novel Class of Potential Antitumor Agents.

Roberta Billi

Roberta Billi

Dip. Chim. Org. “A. Mangini”, Univ. Bologna, I-40136 Bologna, Italy

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Barbara Cosimelli

Barbara Cosimelli

Dip. Chim. Org. “A. Mangini”, Univ. Bologna, I-40136 Bologna, Italy

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Domenico Spinelli

Domenico Spinelli

Dip. Chim. Org. “A. Mangini”, Univ. Bologna, I-40136 Bologna, Italy

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Mirella Rambaldi

Mirella Rambaldi

Dip. Chim. Org. “A. Mangini”, Univ. Bologna, I-40136 Bologna, Italy

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First published: 14 June 2010

Abstract

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ChemInform Abstract

Rearrangement of imidazothiazoles (I) into thiazinooxadiazoles (II) is largely substituent-dependent and leads with electron-repelling or -withdrawing substituents at the benzene ring to low or high yields, respectively. A multistep reaction mechanism is discussed.

chemical structure image

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