Abstract
Phosphorylated derivatives of 4-picoline N-oxide have been observed on treatment with both phos-phorylating and phosphitylating agents. These intermediates were trapped by external nucleophiles. Propane-1-thiol reacted preferentially at carbon to yield a propylsulfanylpyridine whereas propylamine reacted preferentially at phosphorus. This chemistry carries implications for the design of mechanism-based tyrosine kinase inhibitors.
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