1412404-68-2Relevant academic research and scientific papers
1-alkyl- and (±)-1,2-dialkyl-2,3-dihydro-1,8-naphthyridin-4(1H)-ones by a tandem michael-SnAr annulation reaction
Bunce, Richard A.,Squires, Scott T.,Nammalwar, Baskar
, p. 2144 - 2148 (2013/04/10)
A tandem Michael-SNAr annulation reaction has been developed for the synthesis of 1-alkyl and (±)-1,2-dialkyl-2,3-dihydro-1,8- naphthyridin-4(1H)-ones. Treatment of 1-(2-chloropyridin-3-yl)prop-2-en-1-one (R = H) or (E or Z)-1-(2-chloropyridin-3-yl)but-2-en-1-one (R = CH3) with R′NH2 in DMF at 50 C for 24 h provides 2,3-dihydro-1,8-naphthyridin-4(1H)-ones in 65-85% yields. Mechanistic studies suggest that the reaction sequence is initiated by Michael addition to the side chain enone.
