Abnormal Nucleophilic Substitution in 3-Trichloromethylpyridine, its N-Oxide and 3,5Bis(trichloromethyl)pyridine (original) (raw)

Tetrahedron, 1995

Abstract

The scope of abnormal reactions of nucleophiles with β-trichloromethylazines is further explored: reactions of 3-trichloromethylpyridine with nucleophiles other than methoxide, and reactions of 3-trichloromethylpyridine N-oxide and 3,5-bis(trichloromethyl)pyridine with methoxide. Attack at a ring carbon, followed by hydrogen migration to the side-chain, occurred in most cases, though attack at the trichloromethyl carbon was also sometimes observed.We now report further studies on

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