Tetrahedron letters

Two new methods for 2, 3-Pyridyne formation

MA Walters, JJ Shay

Index: Walters, Michael A.; Shay, John J. Tetrahedron Letters, 1995 , vol. 36, # 42 p. 7575 - 7578

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Citation Number: 19

Abstract

The compounds 2-chloro-4-methoxypyridine and 4-methoxy-2-trifluoromethylsulfonyloxy-3- trimethylsilylpyridine were shown to be relatively efficient precursors for 4-methoxy-2, 3- pyridyne as was evidenced by its trapping with furan, 2-methylfuran and 2-methoxyfuran. These findings constitute the first published report of the use of either directed-deprotonation or fluoride-induced elimination to prepare the reactive 2, 3-pyridyne intermediate.