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Literature DB >> 25345694

1,n-Hydrogen-atom transfer (HAT) reactions in which n≠5: an updated inventory.

Malek Nechab¹, Shovan Mondal, Michèle P Bertrand.

Abstract

Hydrogen-atom transfer (HAT) counts amongst the most widely investigated routes to carbon-centered radicals. Intramolecular processes involving 1,5-HAT are widespread to promote regioselective radical "CH activation". The aim of this review is to draw up a comprehensive inventory of the less commonly encountered 1,n-radical translocations (n≠5) with the aim to update this topic with the most recent relevant data.

Entities: Chemical

Keywords: CH activation; abstraction; domino reactions; hydrogen-atom transfer; radicals

Year: 2014 PMID： 25345694 DOI： 10.1002/chem.201403951

Source DB: PubMed Journal: Chemistry ISSN： 0947-6539 Impact factor: 5.236

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Cited

31 in total

1. Modifying Positional Selectivity in C-H Functionalization Reactions with Nitrogen-Centered Radicals: Generalizable Approaches to 1,6-Hydrogen-Atom Transfer Processes.

Authors: Melanie A Short; J Miles Blackburn; Jennifer L Roizen
Journal: Synlett Date: 2019-11-27 Impact factor: 2.454

10. Palladium-Catalyzed Atom-Transfer Radical Cyclization at Remote Unactivated C(sp³ )-H Sites: Hydrogen-Atom Transfer of Hybrid Vinyl Palladium Radical Intermediates.

Authors: Maxim Ratushnyy; Marvin Parasram; Yang Wang; Vladimir Gevorgyan
Journal: Angew Chem Int Ed Engl Date: 2018-02-06 Impact factor: 15.336

1,n-Hydrogen-atom transfer (HAT) reactions in which n≠5: an updated inventory.

1. Modifying Positional Selectivity in C-H Functionalization Reactions with Nitrogen-Centered Radicals: Generalizable Approaches to 1,6-Hydrogen-Atom Transfer Processes.

2. General, Mild, and Selective Method for Desaturation of Aliphatic Amines.

3. Development of a Terpene Feedstock-Based Oxidative Synthetic Approach to the Illicium Sesquiterpenes.

4. Amide-directed photoredox-catalysed C-C bond formation at unactivated sp³ C-H bonds.

5. Sulfamate Esters Guide C(3)-Selective Xanthylation of Alkanes.

6. Sulfamate Esters Guide Selective Radical-Mediated Chlorination of Aliphatic C-H Bonds.

7. Intramolecular Hydrogen Atom Transfer in Aminyl Radical at Room Temperature with Large Kinetic Isotope Effect.

8. Remote C-H Functionalization via Selective Hydrogen Atom Transfer.

9. General, Auxiliary-Enabled Photoinduced Pd-Catalyzed Remote Desaturation of Aliphatic Alcohols.

10. Palladium-Catalyzed Atom-Transfer Radical Cyclization at Remote Unactivated C(sp³ )-H Sites: Hydrogen-Atom Transfer of Hybrid Vinyl Palladium Radical Intermediates.