Zhang Shuo, Shi Xinhua, Li Jichao, Hou Zitong, Song Zihe, Su Xiaofeng, Peng Dan, Wang Feng, Yu Yitao, Zhao Guilong
Shandong Provincial Key Laboratory for Special Silicone-Containing Materials, Advanced Materials Institute, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250014, P. R. China.
Department of Drug Discovery, Guangzhou Lixin Pharmaceuticals, Inc., Guangzhou 510535, P. R. China.
ACS Omega. 2019 Nov 5;4(21):19420-19436. doi: 10.1021/acsomega.9b02853. eCollection 2019 Nov 19.
An efficient Ni(ClO)·6HO-promoted amidoalkylation reaction for the synthesis of 3-substituted isoindolinones involving various γ-hydroxy lactams and nucleophiles has been successfully developed. The transformation proceeds with both carbon (ketones and arenes) and heteroatom (alcohols, thiols, and amines) nucleophiles and in both intermolecular and intramolecular manners. The prominent features of the present strategy are wide substrate scope, excellent group tolerability, and moderate to good yields (up to 96% yield). The present strategy is also characterized by remarkable superiority over the current synthetic methods. Furthermore, the reaction could be scaled up to the multigram scale.
已成功开发出一种高效的Ni(ClO)·6H₂O促进的酰胺烷基化反应，用于合成涉及各种γ-羟基内酰胺和亲核试剂的3-取代异吲哚啉酮。该转化反应可与碳（酮和芳烃）和亲核原子（醇、硫醇和胺）亲核试剂以分子间和分子内方式进行。本策略的突出特点是底物范围广、基团耐受性好、产率中等至良好（高达96%）。本策略还具有相对于当前合成方法的显著优势。此外，该反应可以扩大到多克规模。
