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[双二酮单季铵盐][硫酸氢根]/叔丁基过氧化氢作为无金属串联氧化合成2-苯基喹唑啉-4(3)-酮的多功能催化剂

[DDQM][HSO]/TBHP as a Multifunctional Catalyst for the Metal Free Tandem Oxidative Synthesis of 2-Phenylquinazolin-4(3)-ones.

作者信息

Dutta Bidyutjyoti, Dutta Nilakshi, Dutta Apurba, Gogoi Montu, Mehra Sanjay, Kumar Arvind, Deori Kalyanjyoti, Sarma Diganta

机构信息

Department of Chemistry, Dibrugarh University, Dibrugarh 786004, Assam, India.

AcSIR, Salt and Marine Chemicals Division, CSIR-Central Salt and Marine Chemicals Research Institute, Bhavnagar 364002, India.

出版信息

J Org Chem. 2023 Oct 20;88(20):14748-14752. doi: 10.1021/acs.joc.2c00908. Epub 2022 Aug 12.

DOI:10.1021/acs.joc.2c00908
PMID:35959933
Abstract

A bifunctional ionic liquid (IL) [DDQM][HSO] has been designed and explored as a three-way catalyst for the synthesis of 2-phenylquinazolin-4(3)-ones from anthranilamide and benzyl alcohol in 3.5 min incorporating microwave irradiation. Photochemically the reaction proceeds for 4 h at room temperature and thermally for 8 h at 120 °C. Further IL-assisted metal, solvent, and base free in situ oxidation of benzyl alcohols to aldehydes shows its task specificity. The multifunctionality of the IL was reestablished with the synthesis of two Wnt pathway antagonists.

摘要

一种双功能离子液体(IL)[DDQM][HSO]已被设计并探索用作三元催化剂,用于在微波辐射下,3.5分钟内由邻氨基苯甲酰胺和苯甲醇合成2-苯基喹唑啉-4(3)-酮。光化学条件下,该反应在室温下进行4小时,热反应条件下在120℃进行8小时。此外,IL辅助的无金属、无溶剂和无碱的苄醇原位氧化为醛的反应显示了其任务特异性。通过合成两种Wnt信号通路拮抗剂,重新确立了该离子液体的多功能性。

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