Stable Oxypyridinium Triflate (OPT) Salts for the Synthesis of Halobenzyl Ethers *
Authors:
Philip A. Albiniak a;
Shawn M. Amisial a;
Gregory B. Dudley a;
Joseph P. Hernandez a;
Sarah E. House a;
Margaret E. Matthews a;
Ernest O. Nwoye a;
Maureen K. Reilly a;
Sami F. Tlais a
| Affiliation: | a Department of Chemistry and Biochemistry, Florida State University, Tallahassee, Florida, USA |
DOI:
10.1080/00397910701818362
Publication Frequency:
24 issues per year
Subject:
Organic Chemistry;
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Abstract
A collection of new oxypyridinium triflate reagents (1a-d) for the synthesis of halobenzyl ethers from alcohols under “mix-and-heat” conditions is described. The reagents are stable organic salts that can be stored indefinitely and handled without special precautions, making them attractive for general use in organic synthesis. Halobenzylation of representative alcohols occurs in good to excellent yield.
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This paper is dedicated to Professor Ken Goldsby (FSU) for his promotion and support of undergraduate research.
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| Keywords: oxypyridinium salt; p-bromobenzyl; p-iodobenzyl; p-chlorobenzyl; o-bromobenzyl; arylmethylation |
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