Balakrishnan Madasamy Hari, Sureshbabu Popuri, Korivi Ramaraju, Mannathan Subramaniyan
Department of Chemistry, SRM Institute of Science and Technology, Kattankulathur, Chennai, 603203, India.
Department of Chemistry, SRM University AP, Amaravati, Andhra Pradesh, 522502, India.
Chem Asian J. 2023 Nov 2;18(21):e202300726. doi: 10.1002/asia.202300726. Epub 2023 Sep 25.
A palladium-catalyzed denitrogenative transannulation strategy to access various 3-substituted isocoumarin-1-imine frameworks using 1,2,3-benzotriazin-4(3H)-ones and terminal alkynes is described. The reaction is highly regioselective and tolerates a wide range of functional groups. The reaction is believed to proceed via a five-membered palladacycle intermediate extruding environmentally benign molecular nitrogen as a by-product. The utility of this method was showcased through the one-pot synthesis of biologically relevant 3-substituted isocoumarin scaffolds.
描述了一种钯催化的脱氮环化策略，该策略使用1,2,3-苯并三嗪-4(3H)-酮和末端炔烃来构建各种3-取代异香豆素-1-亚胺骨架。该反应具有高度的区域选择性，并且能耐受多种官能团。据信该反应通过五元钯环中间体进行，以环境友好的分子氮作为副产物挤出。通过一锅法合成具有生物学相关性的3-取代异香豆素支架展示了该方法的实用性。
