Acid- and Base-Promoted Rearrangements of Cycloalkane-Fused Heterocycles

Ferenc      Csende; Ferenc      Miklos; Andrea      Porkolab

doi:10.2174/138527210791111867

Abstract

Certain cycloalkane-anellated heterocycles undergo rearrangement under basic or acidic conditions via ring-contraction, ringexpansion or ring-opening pathways to afford new or unusual compounds. The reactivities and properties of cycloalkane-fused heterocycles differ significantly from those of heteroaromatic ring systems. Possible mechanisms are also discussed.

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Current Organic Chemistry

Title: Acid- and Base-Promoted Rearrangements of Cycloalkane-Fused Heterocycles

Volume: 14 Issue: 8

Author(s): Ferenc Csende, Ferenc Miklos and Andrea Porkolab

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Abstract: Certain cycloalkane-anellated heterocycles undergo rearrangement under basic or acidic conditions via ring-contraction, ringexpansion or ring-opening pathways to afford new or unusual compounds. The reactivities and properties of cycloalkane-fused heterocycles differ significantly from those of heteroaromatic ring systems. Possible mechanisms are also discussed.

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Csende Ferenc, Miklos Ferenc and Porkolab Andrea, Acid- and Base-Promoted Rearrangements of Cycloalkane-Fused Heterocycles, Current Organic Chemistry 2010; 14 (8) . https://dx.doi.org/10.2174/138527210791111867