"RS+" as a coupling reagent for phosphorylation and carboxylic acid activation

Citation
L. Pasquato et al., "RS+" as a coupling reagent for phosphorylation and carboxylic acid activation, EUR J ORG C, (18), 2001, pp. 3457-3460
Citations number
19
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
18
Year of publication
2001
Pages
3457 - 3460
Database
ISI
SICI code
1434-193X(200109):18<3457:"AACRF>2.0.ZU;2-0
Abstract
Phenylsulfenyl chloride, a sulfenium. ion transfer reagent, promotes the fo rmation of pyrophosphate from tetrabutylammonium. phosphate, under controll ed "pH" conditions, in yields of up to 85%. Dichloroacetic and succinic aci ds, in the presence of phenylsulfenyl chloride and a tertiary amine, form t he corresponding anhydrides in very good yields. The treatment of dichloroa cetic acid or p-nitrobenzoic acid with phenylsulfenyl chloride in the prese nce of a tertiary amine, followed by the addition of aniline, affords the c orresponding anilides in yields of up to 42%.