Reactions of aromatic diazonium salts with unsaturated compounds in the presence of nucleophiles

Grishchuk, B. D.; Gorbovoi, P. M.; Ganushchak, N. I.; Dombrovskii, A. V.

doi:10.1070/rc1994v063n03abeh000083

Cited by 25 publications

(18 citation statements)

References 6 publications

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“…[64] An overview over reactions of aromatic diazonium salts with unsaturated compounds in the presence of oxygen and sulfur nucleophiles has been given by Grishchuk. [66] Scheme 9. Carbodiazenylation of vinyl acetate (23).…”

Section: Nitrogenmentioning

confidence: 99%

Intermolecular Olefin Functionalisation Involving Aryl Radicals Generated from Arenediazonium Salts

Heinrich

2009

Chemistry A European J

283

104

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This minireview is aimed at giving an overview of recent advances in olefin functionalisation reactions involving aryl radicals generated from arenediazonium salts. Based on the well-known Meerwein arylation, in which an aryl and a halogen substituent are coupled to an olefinic substrate, new reaction types have been developed that allow the introduction of a broad spectrum of other atoms and functional groups at the place of the original halogen atom and that are applicable to an extended range of olefinic substrates.

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Section: Nitrogenmentioning

confidence: 99%

Intermolecular Olefin Functionalisation Involving Aryl Radicals Generated from Arenediazonium Salts

Heinrich

2009

Chemistry A European J

283

104

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“…The first carbooxygenation reactions in which aryl radicals were involved have been reported for 1,3-dienes [104,105]. With photochemically generated aryl radicals and in presence of the aminooxyl radical TEMPO as radical scavenger, carbooxygenations could at first only be extended to activated alkenes [106].…”

Section: Carbooxygenation Reactionsmentioning

confidence: 98%

Modern Developments in Aryl Radical Chemistry

Pratsch

Heinrich

2011

Topics in Current Chemistry

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This review summarizes recent advances in the field of aryl radical chemistry. In particular, modern developments of the well-known Meerwein, Pschorr, and Gomberg-Bachmann reactions are presented along with new applications in natural product syntheses. Among the methods for the generation of aryl radicals, tin hydrides play a predominant role, but more and more attractive and promising alternatives are beginning to emerge.

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“…It is well-known that copper(I) compounds catalyze halogen substitution of the diazo group (Sandmeyer reaction) [38] and reaction of DAS with unsaturated compounds (Meerwein reaction) [39]. Moreover, as was shown early, benzenediazonium chloride forms chlorobenzene in the presence of a copper powder [1].…”

Section: Central European Journal Of Chemistrymentioning

confidence: 99%