Bidentate Lewis Acid-Catalyzed Inverse Electron-Demand Diels–Alder Reaction of Phthalazines and Cyclooctynes-Reference-Cited by-同舟云学术

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Bidentate Lewis Acid-Catalyzed Inverse Electron-Demand Diels–Alder Reaction of Phthalazines and Cyclooctynes

Published:2023-11-06 Issue: Volume: Page:
ISSN:0936-5214
Container-title:Synlett
language:en
Short-container-title:Synlett

Author:

Wegner Hermann A.¹²,Große Michel¹²

Affiliation:

1. Institute of Organic Chemistry, Justus Liebig University

2. Center of Material Research (LaMa/ZfM), Justus Liebig University

Abstract

AbstractHerein we report a method for facilitating the inverse-electron-demand Diels–Alder reaction of 1,2-diazines and cyclooctynes by utilizing a boron-based bidentate Lewis acid catalyst. Readily available electron-deficient and electron-rich phthalazines proved to be suitable substrates in this transformation. The described method enables the facile construction of diversely substituted polycyclic aromatic hydrocarbons fused to eight-membered carbocycles.

Funder

LOEWE Program of Excellence of the Federal State of Hesse

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/a-2204-9522.pdf

Reference51 articles.

1. Inverse-Electron-Demand Diels-Alder Reactions: Principles and Applications

2. Inverse Electron Demand Diels–Alder Reactions of Heterocyclic Azadienes, 1-Aza-1,3-Butadienes, Cyclopropenone Ketals, and Related Systems. A Retrospective

3. Inverse‐Electron‐Demand Diels–Alder Reactions of 2‐Pyrones: Bridged Lactones and Beyond

4. Inverse electron demand Diels–Alder reactions in chemical biology

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