Alternatives to phosgene and carbon monoxide: Synthesis of symmetric urea derivatives with carbon dioxide in ionic liquids

被引:248
作者
Shi, F [1 ]
Deng, YQ [1 ]
SiMa, TL [1 ]
Peng, JJ [1 ]
Gu, YL [1 ]
Qiao, BT [1 ]
机构
[1] Chinese Acad Sci, Lanzhou Inst Chem Phys, Ctr Green Chem & Catalysis, Lanzhou 730000, Peoples R China
关键词
amines; carbon dioxide; carbonylation; green chemistry; ionic liquids;
D O I
10.1002/anie.200351098
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Simple, clean, safe, reproducible, and practical describes the synthesis of disubstituted urea derivatives, which are effectively synthesized from amines and carbon dioxide with a CsOH/ionic-liquid catalyst system. The products are easily separated and the catalytic system can be reused without deactivation (see picture).
引用
收藏
页码:3257 / 3260
页数:4
相关论文
共 57 条
[21]   SELECTIVITY BEHAVIOR IN CATALYTIC OXIDATIVE CARBONYLATION OF ALKYLAMINES [J].
KELKAR, AA ;
KOLHE, DS ;
KANAGASABAPATHY, S ;
CHAUDHARI, RV .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 1992, 31 (01) :172-176
[22]   Oxidative carbonylation of aromatic amines by selenium compounds [J].
Kim, HS ;
Kim, YJ ;
Lee, H ;
Lee, SD ;
Chin, CS .
JOURNAL OF CATALYSIS, 1999, 184 (02) :526-534
[23]   Acid-catalyzed carbonylation of lactone to cyclic anhydride on tungsten metal [J].
Lee, L ;
Chen, DJ ;
Lin, YC ;
Lo, YH ;
Lin, CH ;
Lee, GH ;
Wang, Y .
ORGANOMETALLICS, 1997, 16 (21) :4636-4644
[24]   OXIDATIVE CARBONYLATION OF AMINES CATALYZED BY METALLOMACROCYCLIC COMPOUNDS [J].
LEUNG, TW ;
DOMBEK, BD .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (03) :205-206
[25]   Biosynthesis of the enediyne antitumor antibiotic C-1027 [J].
Liu, W ;
Christenson, SD ;
Standage, S ;
Shen, B .
SCIENCE, 2002, 297 (5584) :1170-1173
[26]   THE BIS(SALICYLALDEHYDE)ETHYLENEDIIMINE COBALT(II)-CATALYZED OXIDATIVE CARBONYLATION OF 1-ADAMANTYLAMINE IN ALCOHOL - A STUDY FOR OPTIMIZING CARBAMATE FORMATION [J].
MADDINELLI, G ;
NALI, M ;
RINDONE, B ;
TOLLARI, S ;
CENINI, S ;
LAMONICA, G ;
PORTA, F .
JOURNAL OF MOLECULAR CATALYSIS, 1987, 39 (01) :71-77
[27]   Oxidative carbonylation of primary amines to ureas using tungsten carbonyl catalysts [J].
McCusker, JE ;
Logan, J ;
McElwee-White, L .
ORGANOMETALLICS, 1998, 17 (18) :4037-4041
[28]   Carbonylation of amines with a tungsten(IV) carbonyl complex [J].
McCusker, JE ;
Abboud, KA ;
McElweeWhite, L .
ORGANOMETALLICS, 1997, 16 (17) :3863-3866
[29]   W(CO)6-catalyzed oxidative carbonylation of primary amines to N,N′-disubstituted ureas in single or biphasic solvent systems.: Optimization and functional group compatibility studies [J].
McCusker, JE ;
Main, AD ;
Johnson, KS ;
Grasso, CA ;
McElwee-White, L .
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (17) :5216-5222
[30]   REACTIVITY OF CARBAMOYL RADICALS - THE 1ST GENERAL AND CONVENIENT FREE-RADICAL SYNTHESIS OF ISOCYANATES [J].
MINISCI, F ;
COPPA, F ;
FONTANA, F .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (06) :679-679