A new convenient procedure to prepare organomanganese reagents from organic halides and activated manganese

被引:22
作者
Cahiez, G [1 ]
Martin, A [1 ]
Delacroix, T [1 ]
机构
[1] Ecole Super Chim Organ & Minerale, Dept Chim, CNRS, F-95092 Cergy Pontoise, France
关键词
D O I
10.1016/S0040-4039(99)01331-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new method to obtain activated manganese metal, especially attractive for large scale preparative organic chemistry, is described. The key point is the use of 2-phenylpyridine as electron carrier to reduce manganese chloride by lithium. The active manganese thus obtained was used to prepare various organomanganese reagents from organic halides. The reactivity of these reagents has been studied (acylation, 1,2- or 1,4-addition, alkylation and alkenylation). (C) 1999 Published by Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6407 / 6410
页数:4
相关论文
共 15 条
[1]   ORGANOMANGANESE(II) REAGENTS .20. MANGANESE MEDIATED BARBIER AND REFORMATSKY LIKE REACTIONS AN EFFICIENT ROUTE TO HOMOALLYLIC ALCOHOLS AND BETA-ACETOXYESTERS [J].
CAHIEZ, G ;
CHAVANT, PY .
TETRAHEDRON LETTERS, 1989, 30 (52) :7373-7376
[2]  
Cahiez G, 1995, AN QUIM, V91, P561
[3]  
CAHIEZ G, 1995, ENCY REAGENTS ORGANI, V2, P925
[4]  
CAHIEZ G, 1996, PURE APPL CHEM, V68, P669
[5]  
CAHIEZ G, 1995, ENCY REAGENTS ORGANI, V5, P3227
[6]   Preparation of allyl-, alkenyl- and of functionalized arylmanganese reagents by oxidative insertion of manganese-graphite into organic halides [J].
Furstner, A ;
Brunner, H .
TETRAHEDRON LETTERS, 1996, 37 (39) :7009-7012
[7]   CHEMISTRY OF AND WITH HIGHLY REACTIVE METALS [J].
FURSTNER, A .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1993, 32 (02) :164-189
[8]   GRIGNARD-TYPE CARBONYL ADDITION OF ALLYL UNIT WITH MNCL2-LIALH4 REAGENT [J].
HIYAMA, T ;
OBAYASHI, M ;
NAKAMURA, A .
ORGANOMETALLICS, 1982, 1 (09) :1249-1251
[9]   CARBON CARBON BOND FORMATION WITH METALLIC MANGANESE [J].
HIYAMA, T ;
SAWAHATA, M ;
OBAYASHI, M .
CHEMISTRY LETTERS, 1983, (08) :1237-1238
[10]   Direct formation of organomanganese bromides using Rieke manganese [J].
Kim, SH ;
Hanson, MV ;
Rieke, RD .
TETRAHEDRON LETTERS, 1996, 37 (13) :2197-2200