Very rapid preparation of SmI2 by sonic treatment of iodoform and metallic samarium

被引:56
作者
Concellón, JM [1 ]
Rodríguez-Solla, H [1 ]
Bardales, E [1 ]
Huerta, M [1 ]
机构
[1] Univ Oviedo, Dept Quim Organ & Inorgan, E-33071 Oviedo, Spain
关键词
samarium; sonication; synthetic methods;
D O I
10.1002/ejoc.200210669
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A very rapid preparation of SmI2 by sonication of a mixture of metallic samarium and iodoform in THF is described. To prove the synthetic applications of the obtained SmI2 several high-yielding reactions were carried out. Preliminary results for the generation of SmI2 in THF by sonication from diiodomethane, 1,2-diiodoethane, or iodine are also described. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).
引用
收藏
页码:1775 / 1778
页数:4
相关论文
共 30 条
[1]   REDUCTIVE CYCLIZATION OF QUINONE METHIDES [J].
ANGLE, SR ;
RAINIER, JD .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (25) :6883-6890
[2]  
Concellón JM, 2002, CHEM-EUR J, V8, P4493, DOI 10.1002/1521-3765(20021004)8:19<4493::AID-CHEM4493>3.0.CO
[3]  
2-U
[4]   Synthesis of (E)-α,β-unsaturated esters with total or high diastereoselectivity from α,β-epoxyesters [J].
Concellón, JM ;
Bardales, E .
ORGANIC LETTERS, 2002, 4 (02) :189-191
[5]  
Concellón JM, 2001, CHEM-EUR J, V7, P4266, DOI 10.1002/1521-3765(20011001)7:19<4266::AID-CHEM4266>3.0.CO
[6]  
2-8
[7]   Samarium diiodide-promoted diiodomethylation of carbonyl compounds with iodoform.: Synthetic applications of diiodoalcohols [J].
Concellón, JM ;
Bernad, PL ;
Pérez-Andrés, JA .
TETRAHEDRON LETTERS, 1998, 39 (11) :1409-1412
[8]   STEREOSELECTIVE SYNTHESIS OF ALCOHOLS CONTAINING (Z)-OLEFINS AND (E)-OLEFINS, DIENES, ENYNES AND STYRENES - CYCLIC BETA-HALOGENO ETHER SCISSIONS USING SAMARIUM DIIODIDE AS THE ELECTRON-TRANSFER AGENT [J].
CROMBIE, L ;
RAINBOW, LJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (06) :673-687
[9]   On the mechanism of the intramolecular samarium Barbier reaction. Probes for formation of radical and organosamarium intermediates [J].
Curran, DP ;
Gu, X ;
Zhang, W ;
Dowd, P .
TETRAHEDRON, 1997, 53 (27) :9023-9042
[10]   AN EASY COUPLING OF ACID-CHLORIDES INTO ALPHA-DIKETONES PROMOTED BY DIIODOSAMARIUM [J].
GIRARD, P ;
COUFFIGNAL, R ;
KAGAN, HB .
TETRAHEDRON LETTERS, 1981, 22 (40) :3959-3960