AgSbF6-catalyzed C3 aza-Friedel–Crafts alkylation of N,O-acetals with indoles for the synthesis of N-α indole substituted pyrrolidine and piperidine derivatives-Reference-Cited by-同舟云学术

AgSbF₆-catalyzed C3 aza-Friedel–Crafts alkylation of N,O-acetals with indoles for the synthesis of N-α indole substituted pyrrolidine and piperidine derivatives

Published:2023 Issue:6 Volume:21 Page:1303-1315
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Zhang Yu¹²,Yi Zi-Juan²,Yang Ai-Mei¹,Guo Jia-Ming²,Li Xin²,Wei Bang-Guo²^ORCID

Affiliation:

1. School of Life Science and Engineering, Lanzhou University of Technology, Lanzhou, 730050, China

2. Department of Natural Medicine, School of Pharmacy, Fudan University, 826 Zhangheng Road, Shanghai 201203, China

Abstract

An efficient approach to access chiral N-α indole substituted pyrrolidine and piperidine skeletons has been developed through a AgSbF6-catalyzed N-α aza-Friedel–Crafts alkylation of N,O-acetals 6a, 6b, 9, and 11a–11d with indoles.

Funder

National Natural Science Foundation of China

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2023/OB/D2OB02213C

Reference42 articles.

1. Enantioselective Silver-Catalyzed Transformations

2. Coinage Metal-Assisted Synthesis of Heterocycles

3. Indole Alkaloid Synthesis Facilitated by Photoredox Catalytic Radical Cascade Reactions

4. One-Pot Friedel–Crafts/Robinson–Gabriel Synthesis of the Indole-Oxazole Scaffold and Its Application to the Synthesis of Breitfussins C, G, and H

5. Triflic Acid-Catalyzed Synthesis of Indole-Substituted Indane Derivatives via In Situ Formed Acetal-Facilitated Nucleophilic Addition and 4π-Electron-5-Carbon Electrocyclization Sequence

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