81327-24-4Relevant articles and documents
NUCLEOPHILIC SUBSTITUTION OF 4-CHLOROQUINOLINE 1-OXIDE AND RELATED COMPOUNDS BY MEANS OF HYDRIDE ELIMINATION
Hamana, Masatomo,Iwasaki, Genji,Saeki, Seitaro
, p. 177 - 181 (2007/10/02)
The reaction of 4-chloroquinoline 1-oxide (1) with pinacolone and t-BuOK in t-BuNH2 at -10 ca. -15 deg C gives 4-chloro-2-pinacolylquinoline 1-oxide in good yield by means of hydride-elimination.Similar reactions of 1 with acetone, 2-butanone, acetophenone, and ethyl and t-butyl acetates occur when treated with t-BuOK or n-BuLi in t-BuNH2 at -10 ca. -15 deg C, or t-BuOK, KNH2 or NaNH2 in liq NH3 at -70 deg C.Reactions of this type proceed also with quinoline 1-oxide (2), 3-bromoquinoline 1-oxide (3), p-chloronitrobenzene (4) and nitrobenzene.