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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 39, 2009 - Issue 14
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Original Articles

Synthesis of New and Novel N-Protected 1-Aminoalkyl-2-naphthol Derivatives

, &
Pages 2560-2574 | Received 29 Aug 2008, Published online: 16 Jun 2009
 

Abstract

A series of three-component reactions has been carried out using HClO4-SiO2 as a versatile heterogeneous catalyst. A series of new and novel N-protected 1-aminoalkyl-2-naphthol derivatives have been prepared under thermal solvent-free reaction conditions. In all cases, the reaction conditions were very simple and high-yielding.

ACKNOWLEDGMENT

We are thankful to the Sistan and Baluchestan University Research Council for the partial support of this research.

Notes

a 0.07 g of HClO4-SiO2 equal to 0.035 mmol of H+, and the molar ratio of the catalyst to substrate is 3.5 mol%.

b Yields refer to the isolated pure product, and the molar ratio of benzaldehyde/ 2-naphthol/methyl carbamate is 1/1/1.2.

a Yields refer to the isolated pure products; the reaction was carried out under thermal solvent-free conditions in an oil bath at 85°C. The molar ratio of aldehydes/2-naphthol/methyl or benzyl carbamate/catalyst was 1/1/1.2/0.035.

b Isolated yields after five catalyst recoveries.

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