Iron-Catalyzed One-Pot\nCascade Reactions of Oximes\nwith Inactivated Saturated Ketones: Entry to Highly Substituted Pyridines

An iron-catalyzed oxidative [3 + 3] annulation of oxime\nesters\nwith inactivated saturated ketones is described. This cascade strategy\nallows one-step rapid synthesis of various structurally important\npyridines through an oxidative dehydrogenation/annulation/oxidative\naromatization sequence via direct α,β-dehydrogenation\nof simple saturated ketones followed by annulation with oximes. This\nmethod shows good functional group tolerance, readily accessible starting\nmaterials, a wide substrate scope, high chemoselectivity, and no need\nfor extra stoichiometric oxidant and is also applicable to the late-stage\nfunctionalization of natural products.

Publication Details

Journal
Figshare
Published
2024-11-07
DOI
https://doi.org/10.1021/acs.joc.4c02361.s001
Primary Topic
Cybersecurity and Cyber Warfare Studies
Type
article
Field-Weighted Citation Impact
0.00
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article

Iron-Catalyzed One-Pot\nCascade Reactions of Oximes\nwith Inactivated Saturated Ketones: Entry to Highly Substituted Pyridines

Figshare
Cybersecurity and Cyber Warfare Studies
article

Iron-Catalyzed One-Pot\nCascade Reactions of Oximes\nwith Inactivated Saturated Ketones: Entry to Highly Substituted Pyridines

article en

Abstract

An iron-catalyzed oxidative [3 + 3] annulation of oxime\nesters\nwith inactivated saturated ketones is described. This cascade strategy\nallows one-step rapid synthesis of various structurally important\npyridines through an oxidative dehydrogenation/annulation/oxidative\naromatization sequence via direct α,β-dehydrogenation\nof simple saturated ketones followed by annulation with oximes. This\nmethod shows good functional group tolerance, readily accessible starting\nmaterials, a wide substrate scope, high chemoselectivity, and no need\nfor extra stoichiometric oxidant and is also applicable to the late-stage\nfunctionalization of natural products.

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Cybersecurity and Cyber Warfare Studies
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Iron-Catalyzed One-Pot\nCascade Reactions of Oximes\nwith Inactivated Saturated Ketones: Entry to Highly Substituted Pyridines · Figshare (2024) | TGRS Research Map | TGRS