Functionalisation of saturated hydrocarbons. Part 1. Some reactions of a ferrous chloride–chloramine-T complex with hydrocarbons

Barton, Derek H. R.; Hay-Motherwell, Robyn S.; Motherwell, William B.

doi:10.1039/p19830000445

Cited by 58 publications

(25 citation statements)

References 10 publications

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“…[5,6] In contrast, metal-catalyzed arene amination is practically unknown, [6] even though free organonitrenes will readily add to aromatics. [7] Substoichiometric and unselective naphthalene amination by an uncharacterized adduct of iron(ii) chloride and chloramine-T has been reported, [8] along with a handful of possibly analogous organometallic ligand transformations.…”

mentioning

confidence: 99%

Intramolecular Aromatic Amination through Iron‐Mediated Nitrene Transfer

2003

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mentioning

confidence: 99%

Intramolecular Aromatic Amination through Iron‐Mediated Nitrene Transfer

2003

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“…Although yields were also low, this work is commonly accepted as the seminal work in metal-catalyzed C-H bond amidation reactions [101]. Shortly after, Barton described the use of an iron-based system for the functionalization of adamantane with chloramine-T (Scheme 6.27c) [102].…”

Section: Early Examplesmentioning

confidence: 98%

Alkane Catalytic Functionalization by Carbene or Nitrene Insertion Reactions

Díaz‐Requejo

Caballero

Fructos

et al. 2012

Catalysis by Metal Complexes

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The functionalization of carbon-hydrogen bonds of alkanes by means of the insertion of carbene (CR 2 ) or nitrene (NR) units are presented in this chapter. Developed at different extends, the former methodology has received much attention, probably due to the use of available diazo compounds as the carbene source. For the NR case, the sources are usually based in hypervalent iodine compounds. In both cases, a yet reduced number of catalytic systems have been reported for the conversion of plain, non-activated alkanes into value added products. The development of these methodologies, current state of the art, including asymmetric systems and mechanistic considerations are described.

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“…Strained oxygen-containing carbon radicals R", which efficiently rearrange to afford 0-radicals R-O', are grouped as type IV alkoxyl radical precursors. For example, homolytic ether cleavage of epoxymethylene radicals affords allyloxyl radicals which have been used in syntheses [35].…”

Section: Generation Of Alkoxyl Radicalsmentioning

confidence: 99%

Cyclization of Alkoxyl Radicals

Hartung¹

2001

Radicals in Organic Synthesis

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Functionalisation of saturated hydrocarbons. Part 1. Some reactions of a ferrous chloride–chloramine-T complex with hydrocarbons

Cited by 58 publications

References 10 publications

Intramolecular Aromatic Amination through Iron‐Mediated Nitrene Transfer

Intramolecular Aromatic Amination through Iron‐Mediated Nitrene Transfer

Alkane Catalytic Functionalization by Carbene or Nitrene Insertion Reactions

Cyclization of Alkoxyl Radicals

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