81540-92-3Relevant articles and documents
SITE SELECTIVE EFFECT OF N-OXIDE FUNCTION TO METHYL GROUPS ON SIX-MEMBERED N-HETEROAROMATICS
Sakamoto, Takao,Yoshizawa, Hiroshi,Yamanaka, Hiroshi,Goto, Yoshinobu,Niiya, Tokihiro,Honjo, Noriko
, p. 73 - 76 (2007/10/02)
Reaction of 2,4-dimethylpyridine 1-oxide with ethyl benzoate under basic conditions afforded 4-methyl-2-phenacylpyridine 1-oxide, while the same reaction of 2,4-dimethylpyridine itself is known to afford 2-methyl-4-phenacylpyridine.Concerning the above contrast, the effect of N-oxide function to the relative reactivity of the 2- and 4-methyl group was investigated on pyridine, quinoline, pyrimidine, and quinazoline homologues.The higher reactivity of α-methyl groups was concluded to be general in the N-oxides of these N-heteroaromatics.