5397-28-4Relevant academic research and scientific papers
The Wolff-Kishner Reduction of 2-Acetonyl Pyrazines and Pyridines. A Novel Rearrangement
Paine III, John B.
, p. 1463 - 1465 (2007/10/02)
Wolff-Kishner reduction of 1-(6-methylpyrazin-2-yl)-2-propanone leads to the formation of 2-isopropyl-6-methylpyrazine (2a), in addition to the expected 6-methyl-2-n-propylpyrazine.The by-product 2a is suggested to arise via a spirocyclopropylidene aza-anion, which serves as a conduit between the initial less-stable secondary 1-(2-pyrazinyl)-2-propyl carbanion and the more stable primary 2-(2-pyrazinyl)-1-propyl carbanion.Similar results were observed for the 1-(3-methylpyrazin-2-yl) and 1-(6-methylpyridin-2-yl)-2-propanones.The extent of by-product formation diminished in the pyridine ring system.Electrophilic activation of the ring appears essential since the benzene ring analog phenylacetone gave no detectable cumene under identical reaction conditions.
The Defensive Alkaloids of Cryptolaemus montrouzieri (Coleoptera: Coccinellidae)
Brown, W. Vance,Moore, Barry P.
, p. 1255 - 1261 (2007/10/02)
The chemical defensive system of the ladybird Cryptolaemus montrouzieri consists mainly of three related alkaloids.Two of these have been identified as cis-1-(6-methyl-2-piperidyl)propan-2-one (3) and 1-methyl-9-azabicyclononan-3-one (2); the third is very unstable and readily isomerizes to (3).
