Iron catalyzed hydrodebromination of 2-aryl-1,1-dibromo-1-alkenes

2-Aryl- or 2-heteroaryl-1,1-dibromo-1-alkenes are reduced by Grignard reagents in a THF+NMP mixture in the presence of a catalytic amount of iron salts, to afford the corresponding E vinyl bromides. Further application to the one pot reduction-cross coupling reaction with Grignard reagents is highli...

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Bibliographic Details
Published inJournal of organometallic chemistry Vol. 624; no. 1; pp. 131 - 135
Main Authors Fakhfakh, Mohamed Akram, Franck, Xavier, Hocquemiller, Reynald, Figadère, Bruno
Format Journal Article
LanguageEnglish
Published LAUSANNE Elsevier B.V 01.04.2001
Elsevier
Subjects
Chemistry
Chemistry, Inorganic & Nuclear
Chemistry, Organic
E vinyl bromides
Grignard reagents
Hydrodebromination
Physical Sciences
Science & Technology
Grignard reagents
E vinyl bromides
Hydrodebromination
1,1-DIBROMOALKENES
HALIDES
PALLADIUM
1,1-DIBROMO-1-ALKENES
STEREOSPECIFIC SYNTHESIS
BROMIDES
ALKENES
REDUCTION
hydrodebromination
EFFICIENT
GRIGNARD-REAGENTS
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Summary:2-Aryl- or 2-heteroaryl-1,1-dibromo-1-alkenes are reduced by Grignard reagents in a THF+NMP mixture in the presence of a catalytic amount of iron salts, to afford the corresponding E vinyl bromides. Further application to the one pot reduction-cross coupling reaction with Grignard reagents is highlighted.
ISSN:0022-328X
1872-8561
DOI:10.1016/S0022-328X(00)00934-7