Chemical transformations of quaternary ammonium salts via C–N bond cleavage

Quaternary ammonium salts are readily prepared and show good reactivity in various organic transformations via C–N bond cleavage. In this review we summarize reactions of aryl, benzyl, allyl and propargyl quaternary ammonium salts including cross-coupling with organometallic reagents, as arylation o...

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Published inOrganic & biomolecular chemistry Vol. 18; no. 6; pp. 1057 - 1072
Main Authors Wang, Zhong-Xia, Yang, Bo
Format Journal Article
LanguageEnglish
Published England Royal Society of Chemistry 14.02.2020
Subjects
Ammonium
Ammonium salts
Aromatic compounds
Carbon dioxide
Carbonyls
Carboxylation
Cleavage
Cross coupling
Deamination
Organic chemistry
Quaternary ammonium salts
Reagents
Salts
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Summary:Quaternary ammonium salts are readily prepared and show good reactivity in various organic transformations via C–N bond cleavage. In this review we summarize reactions of aryl, benzyl, allyl and propargyl quaternary ammonium salts including cross-coupling with organometallic reagents, as arylation or benzylation reagents in C–H functionalization, reductive deamination, reductive coupling, nucleophilic substitution, carboxylation with CO 2 , and carbonylation with CO to construct C–C, C–H and C–heteroatom bonds.
Bibliography:ObjectType-Article-1
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ISSN:1477-0520
1477-0539
1477-0539
DOI:10.1039/C9OB02667C