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Communication | Special issue | Vol 33, No. 2, 1992, pp.533-536
Published online, 1st January, 1970
DOI: 10.3987/COM-91-S93
Synthetic Connections to the Directed ortho Methalation Reaction. 3,4-Pyridynes from 4-Trialkylsilyl-3-pyridyl Triflates

Masao Tsukazaki and Victor Snieckus*

*Guelph-Waterloo Centre for Graduate Work in Chemistry, University of Waterloo, Waterloo, Ontario, N2L 3G1, Canada

Abstract

4-Trialkylsilyl-3-pyridyl triflates (11a-b), derived from 9 and 12 by directed ortho metalation chemistry, serve as useful precursors of 3,4-pyridynes (6a-b) and lead by cycloaddition and nucleophilic trapping reactions to products (13a-b, 14a-b, 15, 16a-b, and 17a-b).