Applied Organic Chemistry Group, Chemical Science and Technology Division, CSIR-North East Institute of Science and Technology , Jorhat 785006, India.
Department of Chemistry, Indian Institute of Technology Guwahati , Guwahati 781039, India.
Org Lett. 2017 Feb 3;19(3):730-733. doi: 10.1021/acs.orglett.7b00027. Epub 2017 Jan 17.
A novel transition-metal-free direct synthesis of 3-substituted isocoumarin from 4-hydroxycoumarin and a benzyne precursor is developed. This synthetic strategy proceeds via C-O and C-C bond cleavage as well as C-O and C-C bond formations in a single reaction vessel by simple treatment with CsF in the absence of catalyst. This methodology affords moderate to good yields of 3-substituted isocoumarins and is tolerant of a variety of functional groups including halide.
开发了一种新型的过渡金属自由直接合成 3-取代异香豆素的方法，该方法由 4-羟基香豆素和苯炔前体合成。该合成策略通过在没有催化剂的情况下用 CsF 在单个反应容器中简单处理，通过 C-O 和 C-C 键的断裂以及 C-O 和 C-C 键的形成，同时进行。该方法可以中等至良好的收率得到 3-取代的异香豆素，并且对包括卤素在内的各种官能团具有耐受性。
