Transition metal-catalyzed oxidative carbonylation of amines to ureas

被引：126

作者：

Diaz, Delmy J. ^{[1
]}

Darko, Ampofo K. ^{[1
]}

McElwee-White, Lisa ^{[1
]}

机构：

[1] Univ Florida, Ctr Catalysis, Dept Chem, Gainesville, FL 32611 USA

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 2007卷 / 27期

关键词：

carbonylation; homogeneous catalysis; green chemistry; CARBON-MONOXIDE; N; N'-DISUBSTITUTED UREAS; SELECTIVE SYNTHESIS; EFFICIENT SYNTHESIS; ORGANIC-SYNTHESIS; ALIPHATIC-AMINES; SECONDARY-AMINES; SYMMETRIC UREAS; CYCLIC UREAS; PALLADIUM;

D O I：

10.1002/ejoe.200700148

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of ureas from amines has traditionally been accomplished with stoichiometric reactions of phosgene or its derivatives, which are associated with environmental and waste disposal issues. Because of the prevalence of urea moieties in molecules of interest for several applications, alternative catalytic routes for the oxidative conversion of amines to ureas using CO as the carbonyl source have been developed. This microreview discusses recent developments in transition metal-catalyzed oxidative carbonylation of amines to ureas as an alternative to phosgene and its derivatives. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007).

引用

页码：4453 / 4465

页数：13

共 92 条

[1] AN EXCEPTIONALLY MILD, CATALYTIC HOMOGENEOUS METHOD FOR THE CONVERSION OF AMINES INTO CARBAMATE ESTERS [J].

ALPER, H ;

HARTSTOCK, FW .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (16) :1141-1142

[2] CONVERSION OF PRIMARY AMINES TO CARBAMATE ESTERS USING PALLADIUM-CHLORIDE AND DI-TERT-BUTYL PEROXIDE - DOUBLE CARBONYLATION OF SECONDARY-AMINES [J].

ALPER, H ;

VASAPOLLO, G ;

HARTSTOCK, FW ;

MLEKUZ, M ;

SMITH, DJH ;

MORRIS, GE .

ORGANOMETALLICS, 1987, 6 (11) :2391-2393

[3] ACYCLIC AND CYCLIC UREA FORMATION VIA THE COBALT-CATALYZED OXIDATIVE CARBONYLATION OF AROMATIC PRIMARY AMINES [J].

BASSOLI, A ;

RINDONE, B ;

TOLLARI, S ;

CHIOCCARA, F .

JOURNAL OF MOLECULAR CATALYSIS, 1990, 60 (01) :41-48

[4] THE "BIS(SALICYLALDEHYDE)ETHYLENEDIIMINE COBALT(II)-CATALYZED OXIDATIVE CARBONYLATION OF PRIMARY AND SECONDARY-AMINES [J].

BENEDINI, F ;

NALI, M ;

RINDONE, B ;

TOLLARI, S ;

CENINI, S ;

LAMONICA, G ;

PORTA, F .

JOURNAL OF MOLECULAR CATALYSIS, 1986, 34 (02) :155-161

[5] Selected syntheses of ureas through phosgene substitutes [J].

Bigi, F ;

Maggi, R ;

Sartori, G .

GREEN CHEMISTRY, 2000, 2 (04) :140-148

[6] SOLVENT EFFECT IN THE RUTHENIUM CATALYZED CARBONYLATION OF AMINES - SELECTIVE SYNTHESIS OF DIALKYLFORMAMIDES [J].

BITSI, G ;

JENNER, G .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1987, 330 (03) :429-435

[7] Substituent effects in the cobalt-catalyzed oxidative carbonylation of aromatic amines [J].

Bolzacchini, E ;

Meinardi, S ;

Orlandi, M ;

Rindone, B .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1996, 111 (03) :281-287

[8] CATALYTIC CARBONYLATION OF AMINES USING RUTHENIUM COMPLEXES UNDER MILD CONDITIONS [J].

BYERLEY, JJ ;

REMPEL, GL ;

TAKEBE, N ;

JAMES, BR .

JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1971, (22) :1482-&

[9] Selective and environmentally friendly methodologies based on the use of electrochemistry for fine chemical preparation:: An efficient synthesis of N,N′-disubstituted ureas [J].

Chiarotto, I ;

Feroci, M .

JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (18) :7137-7139

[10] Sequential reaction of carbon dioxide and carbon monoxide with acetylenic amines in the presence of a palladium catalyst [J].

Chiusoli, GP ;

Costa, M ;

Gabriele, B ;

Salerno, G .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1999, 143 (1-3) :297-310

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