CU-CATALYZED ALKYLATION AND FE-CATALYZED ALKENYLATION OF ORGANOMANGANESE REAGENTS

Citation
G. Cahiez et S. Marquais, CU-CATALYZED ALKYLATION AND FE-CATALYZED ALKENYLATION OF ORGANOMANGANESE REAGENTS, Pure and applied chemistry, 68(1), 1996, pp. 53-60
Citations number
35
Categorie Soggetti
Chemistry
Journal title
ISSN journal
00334545
Volume
68
Issue
1
Year of publication
1996
Pages
53 - 60
Database
ISI
SICI code
0033-4545(1996)68:1<53:CAAFAO>2.0.ZU;2-Y
Abstract
Two new selective C-C bond formation procedures are described; the Cu- catalyzed alkylation of organomanganese chlorides by alkyl halides and the Fe-catalyzed alkenylation of organomanganese chlorides by alkenyl halides. These reactions have a large scope and give high yields unde r mild conditions (rt, 1 h). They are highly chemoselective and allow the preparation of numerous functionalized molecules. In both cases, t he presence of NMP as cosolvent (THF/NMP) is determinant. For preparat ive organic chemistry, these two reactions compare favorably to the ot her related procedures since they are very easy to carry out and invol ve no toxic or expensive product. The Fe-catalyzed reaction is the fir st general Fe-catalyzed alkenylation procedure of preparative interest since no excess of alkenyl halides is required and even alkenyl chlor ides can be used successfully.