LIGAND EXCHANGE AND LIGAND COUPLING VIA THE σ-SULFURANE INTERMEDIATE IN THE REACTION OF ALKYL 2-PYRIDYL SULFOXIDE WITH GRIGNARD …

S Oae, T Kawai, N Furukawa

文献索引：Oae, Shigeru; Kawai, Tsutomu; Furukawa, Naomichi Phosphorus and Sulfur and the Related Elements, 1987 , vol. 34, p. 123 - 132

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被引用次数: 29

摘要

Abstract The reaction between methyl 2-pyridyl sulfoxide (1) with Grignard reagents afforded 2, 2′-bipyridine (2) in moderate yield. The reaction is considered to involve initial ligand exchange to generate 2-pyridylmagnesium halide which in the subsequent step attacks the original sulfoxide to form the σ-sulfurane that undergoes ligand coupling to afford 2. The reaction of t-butyl 2-pyridyl sulfoxide (3) with C6H5MgBr, however, gave only 2- ...

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~97%

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~53%

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~56%

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~40%

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~55%

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~62%

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~84%

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~5%

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~8%

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