Iron-Catalyzed 1,4-Phenyl Migration/Ring Expansion of α-Azido N-Phenyl Amides.
TLDR
In this article, a novel iron-catalyzed skeleton rearrangement of alkyl azides was reported, and the reaction proceeds via intramolecular nitrene cycloaddition followed by C-N cleavage, water addition, and electrocyclic ring opening.About:
This article is published in Organic Letters.The article was published on 2021-10-22 and is currently open access. It has received 2 citations till now. The article focuses on the topics: Nitrene & Ring (chemistry).read more
Citations
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Nitrenium ion-based ipso-addition and ortho-cyclization of arenes under photo and iron dual-catalysis
TL;DR: In this article , an iron-catalyzed acyl nitrenium-based ipso-addition and ortho-cyclization of arenes under photocatalysis is reported for the switchable synthesis of 3,4-dihydroquinolin-2-ones and 6,9-diene-2,8-diones.
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Iron-Catalyzed Benzene Ring Expansion of α-Azido N-Phenylamides
TL;DR: In this paper , the synthesis of 1,3-dihydro-2H-azepin-2-one compounds was investigated by using FeCl2 and N-heterocyclic carbene SIPr HCl as the catalyst, and the rearrangement features a cascade of nitrene cycloaddition, C-N cleavage, water addition and electrocyclic ring opening.
References
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Organic Azides: An Exploding Diversity of a Unique Class of Compounds
TL;DR: In this Review, the fundamental characteristics of azide chemistry and current developments are presented and the focus will be placed on cycloadditions (Huisgen reaction), aza ylide chemistry, and the synthesis of heterocycles.
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Azides: their preparation and synthetic uses
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Transition-metal-catalyzed C-N bond forming reactions using organic azides as the nitrogen source: a journey for the mild and versatile C-H amination.
TL;DR: This Account mainly describes the research efforts on the development of rhodium- and iridium-catalyzed direct C-H amination reactions with organic azides, developed by the own and other groups.
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Complex N-Heterocycle Synthesis via Iron-Catalyzed, Direct C–H Bond Amination
TL;DR: This study highlights the development of C–H bond functionalization chemistry for the formation of saturated, cyclic amine products and should find broad application in the context of both pharmaceuticals and natural product synthesis.
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Nitrene Chemistry in Organic Synthesis: Still in Its Infancy?
TL;DR: It is suggested that synthetic nitrene chemistry is maturing with a wider scope not limited to these two reactions, as practical metal-catalyzed protocols for the preparation of amines through either the aziridination of alkenes or the C-H amination of alkanes are available.