A synthetic route to 1,4-disubstituted tetrahydro-β-carbolines and tetrahydropyranoindoles via ring-opening/Pictet–Spengler reaction of aziridines and epoxides with indoles/aldehydes?
Organic & Biomolecular Chemistry Pub Date: 2019-12-04 DOI: 10.1039/C9OB02098E
Abstract
A simple and efficient synthetic route to various 1,4-disubstituted tetrahydro-β-carbolines and tetrahydropyrano[3,4-b]indoles in high yields and stereoselectivity via LiClO4-catalyzed SN2-type ring opening of aziridines and epoxides with indoles followed by p-toluenesulfonic acid (PTSA) catalyzed Pictet–Spengler reaction is described.
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Journal Name:Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4