Fobi Kwabena, Ametsetor Ebenezer, Bunce Richard A
Department of Chemistry, Oklahoma State University, Stillwater, OK 74078-3071, USA.
Molecules. 2023 Aug 3;28(15):5856. doi: 10.3390/molecules28155856.
A domino aldol-SAr-dehydration [3+3] annulation strategy has been utilized to fuse six-membered cyclic amides onto aromatic substrates. 2-Arylacetamides have been reacted with 2-fluorobenzaldehyde derivatives activated toward SAr reaction by an electron-withdrawing substituent (NO, CN, CF, COMe) at C5 to prepare 3,6-disubstituted quinolin-2(1)-ones. Additionally, 3-substituted 1,8-naphthyridin-2(1)-ones have been similarly derived from 2-fluoronicotinaldehyde. Fifteen examples are reported, and two possible mechanistic scenarios are presented and discussed.
一种多米诺醛醇-SAr-脱水[3+3]环化策略已被用于将六元环酰胺连接到芳香族底物上。2-芳基乙酰胺已与在C5处通过吸电子取代基（NO、CN、CF、COMe）活化以进行SAr反应的2-氟苯甲醛衍生物反应，以制备3,6-二取代喹啉-2(1)-酮。此外，3-取代的1,8-萘啶-2(1)-酮也同样由2-氟烟酸醛衍生而来。报道了15个实例，并提出和讨论了两种可能的机理情况。
