Adouama Chérif, Budén María E, Guerra Walter D, Puiatti Marcelo, Joseph Benoît, Barolo Silvia M, Rossi Roberto A, Médebielle Maurice
Univ Lyon, Université Lyon 1 , CNRS, INSA, CPE-Lyon, ICBMS, UMR 5246, 1 rue Victor Grignard , 69622 Villeurbanne Cedex , France.
INFIQC, Facultad de Ciencias Químicas , Universidad Nacional de Córdoba , X5000HUA Córdoba , Argentina.
Org Lett. 2019 Jan 4;21(1):320-324. doi: 10.1021/acs.orglett.8b03831. Epub 2018 Dec 21.
A novel approach for the synthesis of tetracyclic indoles and 7-azaindoles is reported. The strategy involves four steps, with a fast rt intramolecular α-arylation of ketones as key step. The reaction was inspected synthetically to achieve the synthesis of 11 novel tetracyclic structures with moderate to very good yields (39-85%). Theoretical combined with experimental studies led us to propose a probable polar mechanism (concerted SAr).
报道了一种合成四环吲哚和7-氮杂吲哚的新方法。该策略包括四个步骤,其中酮的快速室温分子内α-芳基化作为关键步骤。通过合成检验该反应,以中等至非常好的产率(39-85%)实现了11种新型四环结构的合成。理论与实验研究使我们提出了一种可能的极性机理(协同SAr)。