钯催化的含芳基磺酰肼的氧杂双环烯烃的 - 立体控制开环反应
Palladium-Catalyzed -Stereocontrolled Ring Opening of Oxabicyclic Alkenes with Arylsulfonyl Hydrazides.
作者信息
Chen Donghan, Yao Yongqi, Yang Wen, Lin Qifu, Li Huanyong, Wang Lin, Chen Shuqi, Tan Yun, Yang Dingqiao
机构信息
Key Laboratory of Theoretical Chemistry of Environment, Ministry of Education, College of Chemistry , South China Normal University , Guangzhou 510006 , People's Republic of China.
Analytical and Testing Center , Jinan University , Guangzhou 510632 , People's Republic of China.
出版信息
J Org Chem. 2019 Oct 4;84(19):12481-12489. doi: 10.1021/acs.joc.9b01957. Epub 2019 Sep 25.
A novel palladium-catalyzed ring-opening reaction of oxabicyclic alkenes with arylsulfonyl hydrazides was first developed. In this work, we provide an efficient one-pot reaction to afford the corresponding 2-aryl-1,2-dihydronaphthalen-1-ols and 2-aryl-naphthalenes in moderate to excellent yields (up to 95%) under an open-air condition. Various types of functional groups attached to the substrates were tolerated well in this method. Among them, the -1,2-configuration of product was confirmed by X-ray crystallographic analysis. In addition, a plausible mechanism for ring opening was also proposed.
首次开发了一种新型钯催化的氧杂双环烯烃与芳基磺酰肼的开环反应。在这项工作中，我们提供了一种高效的一锅法反应，在露天条件下以中等至优异的产率（高达95%）得到相应的2-芳基-1,2-二氢萘-1-醇和2-芳基萘。该方法对底物上连接的各种官能团耐受性良好。其中，产物的-1,2-构型通过X射线晶体学分析得以确认。此外，还提出了一种合理的开环机理。
Zotero 插件