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

Wani, Imtiyaz Ahmad ; Goswami, Gaurav ; Sk, Sahid ; Mal, Abhijit ; Sayyad, Masthanvali ; Ghorai, Manas K. (2020) 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, 18 (2). pp. 272-287. ISSN 1477-0520

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Official URL: http://doi.org/10.1039/C9OB02098E

Related URL: http://dx.doi.org/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.

Item Type:Article
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ID Code:117079
Deposited On:15 Apr 2021 07:40
Last Modified:15 Apr 2021 07:40

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