Mani Suresh, Raju Rajesh, Raghunathan Raghavacharry, Arumugam Natarajan, Almansour Abdulrahman I, Kumar Raju Suresh, Perumal Karthikeyan
Department of Organic Chemistry, University of Madras, Guindy Campus Chennai 600025 India
Department of Chemistry, College of Science, King Saud University P. O. Box 2455 Riyadh 11451 Saudi Arabia.
RSC Adv. 2022 May 25;12(24):15440-15446. doi: 10.1039/d2ra02851d. eCollection 2022 May 17.
An efficient and elegant assembly of pyrene/aryl fused pyrrolo[2,3-]quinolinone and pyrrolizino[3,2-]quinolinone hybrid heterocycles was achieved a domino multicomponent reaction strategy using a solid state melt reaction (SSMR) condition. The 1,3-dipole component was generated from -methylgylcine/l-proline and isatin, while the Baylis-Hillman adduct prepared from pyrene-1-carbaldehyde and various benzaldehydes is used as the dipolarophile. The domino protocol comprises 1,3-dipolar cycloaddition and a consequent double annulation reaction process. The advantages of this cascade protocol include environmentally friendly conditions, the avoidance of toxic organic solvents, simple work-up and good to excellent product yields.
通过固态熔融反应（SSMR）条件下的多米诺多组分反应策略，实现了芘/芳基稠合吡咯并[2,3 - ]喹啉酮和吡咯里西诺[3,2 - ]喹啉酮杂环的高效且优雅的组装。1,3 - 偶极体组分由α - 甲基甘氨酸/L - 脯氨酸和异吲哚酮生成，而由芘 - 1 - 甲醛和各种苯甲醛制备的贝利斯 - 希尔曼加合物用作亲偶极体。该多米诺反应方案包括1,3 - 偶极环加成和随后的双环化反应过程。这种串联反应方案的优点包括环境友好的条件、避免使用有毒有机溶剂、后处理简单以及产品产率良好至优异。
