Microwave-assisted deuterium exchange reactions for the preparation of reactive intermediates

被引:33
作者
Fodor-Csorba, K
Galli, G
Holly, S
Gäcs-Baitz, E
机构
[1] Hungarian Acad Sci, Res Inst Solid State Phys & Opt, H-1525 Budapest, Hungary
[2] Univ Pisa, Dipartimento Chim & Chim Ind, I-56126 Pisa, Italy
[3] Hungarian Acad Sci, Chem Res Ctr, Inst Chem, H-1525 Budapest, Hungary
关键词
D O I
10.1016/S0040-4039(02)00706-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Deuterium labelling of a number of ketones was achieved on a preparative scale by a microwave-assisted deuterium exchange reaction with D2O CF3COOD. The reaction was rapid (<15 min) and highly isotope-efficient (ca 100%) even though deuterium incorporation can be decreased during work-up (85-90%). No exchange reaction was observed for aryl protons of aromatic ketones. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3789 / 3792
页数:4
相关论文
共 23 条
[11]   DEUTERIUM-LABELED LIQUID-CRYSTALLINE COMPOUNDS [J].
FODORCSORBA, K ;
BATA, L ;
HOLLY, S ;
GACSBAITZ, E ;
UJSZASZY, K .
LIQUID CRYSTALS, 1993, 14 (06) :1863-1872
[12]   Microwave-enhanced aromatic dehalogenation studies: a rapid deuterium-labelling procedure [J].
Jones, JR ;
Lockley, WJS ;
Lu, SY ;
Thompson, SP .
TETRAHEDRON LETTERS, 2001, 42 (02) :331-332
[13]   Preparative supercritical deuterium exchange in arenes and heteroarenes [J].
Junk, T ;
Catallo, WJ .
TETRAHEDRON LETTERS, 1996, 37 (20) :3445-3448
[14]   Synthesis and properties of deuterated antiferroelectric liquid crystals [J].
Kusumoto, T ;
Sato, K ;
Kumaraswamy, G ;
Hiyama, T ;
Isozaki, T ;
Suzuki, Y .
CHEMISTRY LETTERS, 1995, (12) :1147-1147
[15]   New solvent free organic synthesis using focused microwaves [J].
Loupy, A ;
Petit, A ;
Hamelin, J ;
Texier-Boullet, F ;
Jacquault, P ;
Mathé, D .
SYNTHESIS-STUTTGART, 1998, (09) :1213-1234
[16]   ELECTROCHEMICAL REDUCTION OF 2-IODOOCTANE AND 2-BROMOOCTANE AT MERCURY CATHODES IN DIMETHYLFORMAMIDE [J].
MBARAK, MS ;
PETERS, DG .
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (18) :3397-3403
[17]   ENOLIC C3H6O.+ION FORMED FROM ALIPHATIC KETONES [J].
MCLAFFERTY, FW ;
MCADOO, DJ ;
SMITH, JS ;
KORNFELD, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (15) :3720-+
[18]   PHOTOLYSIS AND PYROLYSIS OF 2-PENTANONE-1,1,1-3,3-D5 [J].
MCNESBY, JR ;
GORDON, AS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1958, 80 (02) :261-264
[19]   SYNTHESIS OF SOME DEUTERATED AROMATIC MESOMORPHIC COMPOUNDS USED IN BROAD-LINE H-2-NMR STUDIES [J].
NEUBERT, ME .
MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 1985, 129 (04) :327-374
[20]  
TABATA Y, 1991, CRC HDB RAD CHEM, P132