CAS Key Laboratory of Receptor Research, and Synthetic Organic & Medicinal Chemistry Laboratory (SOMCL), Shanghai Institute of Materia Medica (SIMM), Chinese Academy of Sciences , Shanghai 201203, China.
J Org Chem. 2014 May 16;79(10):4553-60. doi: 10.1021/jo500572u. Epub 2014 Apr 28.
One-pot synthesis of tetracyclic naphthoxazole derivatives from electron-deficient naphthoquinones and alkynes was achieved via Rh(III)-catalyzed C-H activation and C(sp(3))-H bond cleavage for the first time. This approach proceeds through a tandem cascade process involving substrate tautomerization, C-H activation, oxidative addition, cyclization, and aromatization. In addition, broad substrate scope, simple starting materials, and steric tolerance make this strategy of great practicality.
首次通过 Rh(III)-催化的 C-H 活化和 C(sp(3))-H 键断裂，实现了缺电子萘醌和炔烃一锅法合成四环萘并恶唑衍生物。该方法通过底物互变异构、C-H 活化、氧化加成、环化和芳构化的串联级联过程进行。此外，广泛的底物范围、简单的起始原料和空间位阻容忍度使得该策略具有很大的实用性。
