A synthetic route to 1,4-disubstituted tetrahydro- p-carbolines and tetrahydropyranoindoles via ring-opening/Pictet-Spengler reaction of aziridines and epoxides with indoles/aldehydes

摘要

A simple and efficient synthetic route to various 1,4-disubstituted tetrahydro-p-carbotines and tetrahydro-pyrano[3,4-blindotes in high yields and stereoselectivity via LiClO_4-catalyzed S_N2-type ring opening of aziridines and epoxides with indoles followed by p-toluenesulfonic acid (PTSA) catalyzed Pictet-Spengler reaction is described.