Tetrahedron

A mild and efficient SRN1 approach to diaryl sulfides from arenediazonium tetrafluoroborates

G Petrillo, M Novi, G Garbarino

Index: Petrillo, Giovanni; Novi, Marino; Garbarino, Giacomo; Dell'Erba, Carlo Tetrahedron, 1986 , vol. 42, # 14 p. 4007 - 4016

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Citation Number: 46

Abstract

The reaction between arenediazonium tetrafluoroborates and sodium arenethlolates in Me2SO at 25° C represents an efficient access to diaryl sulfides. A number of evidences suggest the occurrence of a radical, radical-anion SRNl mechanism, the arenethlolate acting both as electron donor and as aryl-radical trapping nucleophile. Valuable improvements with respect to recent SRNl syntheses of diaryl sulfides from haloarenes are represented. ...