Abstract The high functionality compound namely 2-cyano-3-(1,3-diphenyl-1H-pyrazol-4-yl)acryloyl chloride (1) was utilized as a building block synthon via reactions with some nitrogen and sulfur nucleophilic reagents. The present work was planned to study the effect of 2-cyano group on the reactivity and stability of C2–C3 double bond toward different strong-to-weak nucleophiles, in addition to its facility of nucleophilic addition at C2–C3 double bond to construct new heterocyclic derivatives. The proclivity toward some mono-, 1,2-, 1,3-, 1,4-, and 1,5-binucleophiles was investigated. The reaction with 2-cyanoacetohydrazide was mainly dependent on the reaction conditions. Some new heterocycles integrated with pyrazole scaffold were successfully synthesized, such as benzoxazinone, indoline, isoindoline, pyrazolone, chromene, and pyrimidopyrimidine derivatives. Some of the newly synthesized compounds were screened for their antioxidant activity using ABTS method, and the results revealed that some compounds exhibited promising inhibitory antioxidant activity. Graphical Abstract

中文翻译：

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新型2-氰基-3-(1,3-二苯基-1H-吡唑-4-基)丙烯酰胺衍生物和部分吡唑杂环化合物的合成及抗氧化筛选

摘要 高官能度化合物 2-氰基-3-(1,3-二苯基-1H-吡唑-4-基)丙烯酰氯 (1) 通过与一些氮和硫亲核试剂反应被用作构建块合成子。目前的工作计划研究 2-氰基对 C2-C3 双键对不同强到弱亲核试剂的反应性和稳定性的影响，以及其在 C2-C3 双键上亲核加成以构建新的杂环衍生物。研究了对一些单-、1,2-、1,3-、1,4- 和 1,5- 双亲核试剂的倾向。与2-氰基乙酰肼的反应主要取决于反应条件。成功合成了一些与吡唑骨架结合的新型杂环化合物，如苯并嗪酮、二氢吲哚、异二氢吲哚、吡唑啉酮、色烯、和嘧啶并嘧啶衍生物。使用ABTS方法筛选了一些新合成的化合物的抗氧化活性，结果表明一些化合物表现出有希望的抑制抗氧化活性。图形概要