期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 84, 期 4, 页码 1972-1979出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b02947
关键词
-
资金
- JSPS KAKENHI [16K08179]
- Grants-in-Aid for Scientific Research [16K08179] Funding Source: KAKEN
A strategy for the gold(III)-catalyzed decarboxylative coupling reaction of indole-3-carboxylic acids with benzylic alcohols has been developed. This cascade reaction is devised as a straightforward and efficient synthetic route for 3-benzylindoles in moderate to excellent yields (50-93%). A Hammett study of the protodecarboxylation gives a negative p value, suggesting that there is a buildup of positive charge on the indole ring in the transition state. Furthermore, comparison of initial rates in H2O and in D2O reveals an observed kinetic solvent isotope effect (KSIE = 2.7). This simple protocol, which affords the desired products with CO2 and water as the coproducts, can be achieved under mild conditions without the need for base or other additives in water.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据