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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 37, 2007 - Issue 19
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Original Articles

Synthesis of Piperidine Derivatives by Reduction of Pyridinium Salts

, &
Pages 3367-3379 | Received 26 Oct 2006, Published online: 05 Oct 2007
 

Abstract

Piperidine derivatives 1ae and 2af have been prepared by the reduction of 3‐and 4‐substituted pyridinium salts with NaBH4 in moderate to excellent yields. The reactions regioselectively give 1,2,5,6‐tetrahydropyridines, and the yields depend greatly upon the nature of substituents on the phenyl ring and on the nitrogen atom, the nature and the position of the substituents on the pyridyl ring, and the chain length between the aryloxy and the pyridyl groups.

Acknowledgment

We thank the EGIDE for financial support.

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