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The direct thionation and aminoalkylation of pyridine 1‐oxides and related reactions
Author(s) -
Abramovitch Rudolph A.,
Knaus Edward E.
Publication year - 1975
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570120414
Subject(s) - chemistry , pyridine , sulfur , oxide , ethylene , ethylene oxide , antifungal , organic chemistry , oxygen , catalysis , medicine , dermatology , copolymer , polymer
The reaction of lithiopyridine 1‐oxides with oxygen gives poor yields of 1‐hydroxy‐2‐pyridones. The reaction with sulfur, however, is a convenient route to the 1‐hydroxy‐2‐pyridinethiones which have useful antibacterial and antifungal activity. Reaction with ethylene oxide gives mainly polymeric products, but addition to Shiff's bases promises to be a convenient mode of mono‐, and particularly di‐α‐aminoalkylation of pyridine 1‐oxides.