A. S. Kurbatova

Chemistry of heterocycylic N-oxides and related compounds. 12. Diphenylhydroxymethylation of quinoline N-oxide with benzophenone ketyls and dianions

Diphenylhydroxymethylation of the pyridine ring to give diphenyl(2-quinolyl)carfabinol or its N-oxide occurs in the reaction of quinoline N-oxide with benzophenone ketyls and dianions. The best results are obtained when the lithium ketyl is used. A reduction product, viz., quinoline, is formed simultaneously in all of the reactions.

Chemistry of heterocyclic N-oxides and related compounds. 11. Reaction of pyridine N-oxide with metal ketyls and benzophenone dianions

The reaction of pyridine N-oxide with metal ketyls of benzophenone was studied. It is shown that diphenyl(2-pyridyl)carbinol N-oxide is formed with the lithium and sodium derivatives of benzophenone, whereas diphenyl(2-pyridyl)carbinol is formed with the potassium derivative of benzophenone. Diphenyl(2-pyridyl)carbinol N-oxide is obtained in lower yields in the reaction of pyridine N-oxide with benzophenone dianions. Pyridine and 4,4′- and 2,2′-dipyridyls are simultaneously formed in all of the reactions.

REACTION OF BENZOPHENONELITHIUM DIANION WITH 2-METHYLPYRIDINE N-OXIDE

Benzophenon (I) wird mit Li in die Lithiumverbindung (II) ubergefuhrt und diese mit 2-Methylpyridin-N-oxid (III) umgesetzt.

Chemistry of heterocyclic N-oxides and related compounds: I. Synthesis of anabasine and is onicoteine N-oxides

Isonicoteine N-oxide and N′-oxide were synthesized. A preparative method for the synthesis of anabasine Py-N-oxide is proposed.