Litcius/Paper detail

Gold and Brønsted Acid Catalyzed Spirocyclization of 2- and 3-Indolyl-Tethered 1,4-Enyne Acetates to Spiro[4,<i>n</i>]alkyl[<i>b</i>]indoles

Xiaoyu Chen, Corentin Antoine Baratay, Maddison Elizabeth Mark, Xinfang Xu, Philip Wai Hong Chan

2020Organic Letters20 citationsDOIOpen Access PDF

Abstract

A synthetic method to prepare spiro[4,n]alkyl[b]indoles (n = 4–6) efficiently that relies on the gold(I) and Brønsted acid mediated spirocyclization of 2- and 3-indolyl-tethered 1,4-enyne acetates at room temperature and open to air is described.

Topics & Concepts

ChemistryEnyneAlkylCatalysisBrønsted–Lowry acid–base theoryMedicinal chemistryCombinatorial chemistryOrganic chemistryStereochemistryCatalytic Alkyne ReactionsCatalytic C–H Functionalization MethodsSynthesis of Indole Derivatives