Dearomative spiroannulation of indoles enabled by the diaza-[1,2]-Wittig rearrangement-Reference-Cited by-同舟云学术

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Dearomative spiroannulation of indoles enabled by the diaza-[1,2]-Wittig rearrangement

Published:2024 Issue:6 Volume:11 Page:1685-1691
ISSN:2052-4129
Container-title:Organic Chemistry Frontiers
language:en
Short-container-title:Org. Chem. Front.

Author:

Luo Can¹,Guan Chun-Yan¹,Li Zhen-Yu¹,Gao Beiling¹,Mei Guang-Jian¹²^ORCID

Affiliation:

1. Green Catalysis Center, and College of Chemistry, Zhengzhou University, Zhengzhou 450001, China

2. Pingyuan Laboratory (Zhengzhou University), Zhengzhou 450001, China

Abstract

Reported herein is the first diaza-[1,2]-Wittig rearrangement-enabled dearomative spiroannulation reaction of indoles. This protocol features metal-free conditions, a redox-neutral process, a broad substrate scope, and a good yield.

Funder

Key Scientific Research Project of Colleges and Universities in Henan Province

Natural Science Foundation of Henan Province

National Natural Science Foundation of China

Publisher

Royal Society of Chemistry (RSC)

Link

http://pubs.rsc.org/en/content/articlepdf/2024/QO/D3QO02033A

Reference60 articles.

1. The use of spirocyclic scaffolds in drug discovery

2. The utilization of spirocyclic scaffolds in novel drug discovery

3. Exploring the Chemistry of Spiroindolenines by Mechanistically-Driven Reaction Development: Asymmetric Pictet–Spengler-type Reactions and Beyond

4. Enantioselective Synthesis of Spiro Cyclopentane-1,3′-indoles and 2,3,4,9-Tetrahydro-1H-carbazoles by Iridium-Catalyzed Allylic Dearomatization and Stereospecific Migration

5. A Combined Theoretical and Experimental Investigation into the Highly Stereoselective Migration of Spiroindolenines

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