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Synergistic Sc(III)/Au(I)-Catalyzed Dearomative Spiroannulation of 2‑(Ethynyl)aryl Cyclopropanes with 2‑Aryl Indoles
journal contribution
posted on 2022-11-18, 15:40 authored by Jun-An Xiao, Hai Peng, Huan Zhang, Ru-Fang Meng, Chenxiang Lin, Wei Su, Yanmin HuangThe diastereoselective assembly of
spiroindolenines via
a synergistic
scandium/gold-catalyzed dearomative spiroannulation is herein described.
This protocol offers access to a wide variety of spiroindolenine derivatives
in 86% average yield with moderate to excellent diastereoselectivities
(up to 97:3 dr). The control experimental studies lend support to
the bimetallic relay catalysis. Moreover, the scale-up reaction and
synthetic transformations of spiroindolenine product further demonstrate
its synthetic utility.
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Keywords
protocol offers accessiii )/ aucatalyzed dearomative spiroannulationbimetallic relay catalysis3 dr ).2 ‑( ethynylwide varietysynthetic utilitysynthetic transformationssynergistic scandiumsynergistic scspiroindolenines viaspiroindolenine productspiroindolenine derivativesherein describedexcellent diastereoselectivitiesdiastereoselective assemblyaverage yieldaryl cyclopropanes
