The chemical reactivity of electron deficient chromone–linked acrylonitrile [3-(6-methylchromonyl)acrylonitrile (1)] was studied towards some active methylene nitriles and active methylene ketones. Reaction of compound 1 with malononitrile, cyanoacetamide, ethyl cyanoacetate, malononitrile dimer and acetoacetanilide afforded 5-cyanomethylchromeno[4,3-b]pyridines 2–4 and 9. Compound 1 reacted with 1H-benzimidazol-2-ylacetonitrile producing pyrido[1,2-a]benzimidazole derivative 5. Benzonitrile derivatives 6–8 were efficiently synthesized from the reaction of compound 1 with acetylacetone, ethyl acetoacetate and diethylmalonate. In these reactions a diversity of products has been synthesized through a domino process, including Michael addition, retro-Michael with γ-pyrone ring opening followed by different types of recyclization (RORC). Structures of the new synthesized products were deduced on the basis of their analytical and spectral data, and the reaction mechanisms are discussed.

研究了缺电子色酮连接的丙烯腈[3-（6-甲基苯甲基）丙烯腈（1）]对某些活性亚甲基腈和活性亚甲基酮的化学反应性。化合物的反应1与丙二腈，氰基乙酰胺，氰基乙酸乙酯，丙二腈二聚体和N-乙酰乙酰苯胺，得到5- cyanomethylchromeno [4,3- b ]吡啶化合物2 - 4和9。化合物1与1 H-苯并咪唑-2-基乙腈反应，生成吡啶并[1,2- a ]苯并咪唑衍生物5。苯甲腈衍生物6 – 8由化合物1与乙酰丙酮，乙酰乙酸乙酯和丙二酸二乙酯的反应有效地合成了α-己内酰胺。在这些反应中，已通过多米诺法合成了多种产品，包括迈克尔加成反应，带有γ-吡喃酮开环的反迈克尔反应，然后进行不同类型的再循环（RORC）。在分析和光谱数据的基础上推导了新合成产物的结构，并讨论了其反应机理。