Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry , Central China Normal University , Wuhan 430079 , P. R. China.
Org Lett. 2019 Sep 20;21(18):7504-7508. doi: 10.1021/acs.orglett.9b02789. Epub 2019 Sep 5.
A novel and efficient formal [4 + 2+1] annulation of aryl methyl ketones and 2-aminobenzyl alcohols for the synthesis of benzo[][1,4]diazepin-3-ones is reported. This reaction successfully affords diverse seven-membered ring lactams via dual C-O bond cleavage. A preliminary mechanistic study showed that a multicomponent dicyclization and ring-opening sequence might occur, with the introduction of methyl sulfide proposed as the last step. This efficient strategy with mild reaction conditions and a broad substrate scope has potential applications in chemistry and medicine.
本文报道了一种新型高效的芳基甲基酮和 2-氨甲基苯甲醇的[4 + 2+1]环化反应，用于合成苯并[][1,4]二氮杂卓-3-酮。该反应通过双重 C-O 键断裂成功地得到了各种七元环内酰胺。初步的机理研究表明，可能发生多组分双环化和开环序列，最后一步引入甲硫醚。该策略具有反应条件温和、底物范围广的特点，在化学和医学领域具有潜在的应用价值。
