Reversal of polarity by catalytic SET oxidation: synthesis of azabicyclo[m.n.0]alkanes via chemoselective reduction of amidines-Reference-Cited by-同舟云学术

Reversal of polarity by catalytic SET oxidation: synthesis of azabicyclo[m.n.0]alkanes via chemoselective reduction of amidines

Published:2021 Issue:18 Volume:19 Page:4054-4059
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Devarahosahalli Veeranna Kirana¹²³⁴^ORCID,Kanti Das Kanak¹²³⁴^ORCID,Baskaran Sundarababu¹²³⁴^ORCID

Affiliation:

1. Department of Chemistry

2. Indian Institute of Technology Madras

3. Chennai

4. India

Abstract

An efficient one-pot catalytic method has been developed for the synthesis of bicyclic and novel tricyclic amidines using SET oxidation. A chemoselective reduction of cyclic amidines to 2- and 3-azabicyclo[m.n.0]alkane frameworks has been developed.

Funder

Science and Engineering Research Board

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2021/OB/D1OB00416F

Reference63 articles.

1. Psychoactive constituents of the genus Sceletium N.E.Br. and other Mesembryanthemaceae: a review

2. Pharmacological actions of the South African medicinal and functional food plant Sceletium tortuosum and its principal alkaloids

3. The N-Acyloxyiminium Ion Aza-Prins Route to Octahydroindoles: Total Synthesis and Structural Confirmation of the Antithrombotic Marine Natural Product Oscillarin

4. The structures of partial racemic Sceletium alkaloid A4 and tortuosamine, pyridine alkaloids from Sceletium tortuosum N. E. Br.

5. Asymmetric synthesis of sceletium alkaloids: (−)-mesembrine, (+)-sceletium A-4, (+)-tortuosamine and (+)-N-formyltortuosamine

Cited by 6 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Intramolecular Cyclopropanation of Active Methylene Derivatives Based on FeCl₂ or FeCl₃‐Promoted Radical‐Polar Crossover Reactions;Chemistry – A European Journal;2024-06-03

2. Recent Catalytic Routes to 3-Azabicyclo[3.1.0]hexane Derivatives;Russian Journal of Organic Chemistry;2024-03

3. One‐pot Synthesis of 2‐Aminoindole through SET Oxidative Cyclization: Concise Synthesis of Tryptanthrin and Phaitanthrin E;Chemistry – A European Journal;2023-05-02

4. Base-Promoted Intramolecular Addition of Vinyl Cyclopropanecarboxamides to Access Conformationally Restricted Aza[3.1.0]bicycles;Molecules;2023-04-25

5. Palladium-catalyzed intramolecular aza-Wacker-type cyclization of vinyl cyclopropanecarboxamides to access conformationally restricted aza[3.1.0]bicycles;RSC Advances;2023