Synergistic Sc(III)/Au(I)-Catalyzed Dearomative Spiroannulation of 2‑(Ethynyl)aryl Cyclopropanes with 2‑Aryl Indoles

Synergistic Sc(III)/Au(I)-Catalyzed Dearomative Spiroannulation of 2‑(Ethynyl)aryl Cyclopropanes with 2‑Aryl Indoles

The 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...

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Veröffentlicht in:Organic letters 2022-12, Vol.24 (47), p.8709-8713
Hauptverfasser: Xiao, Jun-An, Peng, Hai, Zhang, Huan, Meng, Ru-Fang, Lin, Chenxiang, Su, Wei, Huang, Yanmin
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container_end_page 8713
container_issue 47
container_start_page 8709
container_title Organic letters
container_volume 24
creator Xiao, Jun-An
Peng, Hai
Zhang, Huan
Meng, Ru-Fang
Lin, Chenxiang
Su, Wei
Huang, Yanmin
description The 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.
doi_str_mv 10.1021/acs.orglett.2c03679
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title Synergistic Sc(III)/Au(I)-Catalyzed Dearomative Spiroannulation of 2‑(Ethynyl)aryl Cyclopropanes with 2‑Aryl Indoles
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