Volume 28, Issue 50
Preparative Organic Chemistry
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ChemInform Abstract: Neighboring Group Effects on the Rates of Thermolysis of 4- Azidothiazoles.

E. CEULEMANS

E. CEULEMANS

Dep. Chem., Kathol. Univ. Leuven, B-3001 Heverlee, Belg.

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K. VERCAUTEREN

K. VERCAUTEREN

Dep. Chem., Kathol. Univ. Leuven, B-3001 Heverlee, Belg.

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L. K. DYALL

L. K. DYALL

Dep. Chem., Kathol. Univ. Leuven, B-3001 Heverlee, Belg.

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D. BUELENS

D. BUELENS

Dep. Chem., Kathol. Univ. Leuven, B-3001 Heverlee, Belg.

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W. DEHAEN

W. DEHAEN

Dep. Chem., Kathol. Univ. Leuven, B-3001 Heverlee, Belg.

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First published: 02 August 2010

Abstract

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ChemInform Abstract

Rate of thermolysis of a number of 4-azidothiazoles of type (I) leading to cyclized products is studied. The presence of nitro and phenyliminomethyl groups at position 5 causes significant rate enhancement, while the enhancement is quite small for formyl and acetyl groups. The 2-substituent, on the other hand, has little effect on the rate. The effects are very similar to those obtained for 3- azidothiophenes, but in azidobenzenes the rate increases are much larger.

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