Oxidative Carbonylations

被引:141
作者
Gabriele, Bartolo [1 ]
Salerno, Giuseppe [2 ]
Costa, Mirco [3 ]
机构
[1] Univ Calabria, Dipartimento Sci Farmaceut, I-87036 Cosenza, Italy
[2] Univ Calabria, Dipartimento Chim, I-87036 Cosenza, Italy
[3] Univ Parma, Dipartimento Chim Organ & Ind, I-43100 Parma, Italy
来源
CATALYTIC CARBONYLATION REACTIONS | 2006年 / 18卷
关键词
Carbon monoxide; Carbonyl compounds; Heterocycles; Homogeneous catalysis; Palladium iodide;
D O I
10.1007/3418_024
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The basic principles of the oxidative carbonylation reaction together with its synthetic applications are reviewed. In the first section, an overview of oxidative carbonylation is presented, and the general mechanisms followed by different substrates (alkenes, dienes, allenes, alkynes, ketones, ketenes, aromatic hydrocarbons, aliphatic hydrocarbons, alcohols, phenols, amines) leading to a variety of carbonyl compounds are discussed. The second section is focused on processes catalyzed by PdI2-based systems, and on their ability to promote different kind of oxidative carbonylations under mild conditions to afford important carbonyl derivatives with high selectivity and efficiency. In particular, the recent developments towards the one-step synthesis of new heterocyclic derivatives are described.
引用
收藏
页码:239 / 272
页数:34
相关论文
共 311 条
[1]   THE ALKOXY-ALKOXYCARBONYLATION OF ALLENES [J].
ALPER, H ;
HARTSTOCK, FW ;
DESPEYROUX, B .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (14) :905-906
[2]   SELECTIVE HYDROESTERIFICATION OF ALKYNES TO MONOESTERS OR DIESTERS [J].
ALPER, H ;
DESPEYROUX, B ;
WOELL, JB .
TETRAHEDRON LETTERS, 1983, 24 (51) :5691-5694
[3]   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
[4]  
ALPER H, 1987, Patent No. 4694097
[5]   Investigation of the effect of carbon monoxide on the oxidative carbonylation of methanol to dimethyl carbonate over Cu+X and Cu+ZSM-5 zeolites [J].
Anderson, SA ;
Root, TW .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2004, 220 (02) :247-255
[6]   Kinetic studies of carbonylation of methanol to dimethyl carbonate over Cu+X zeolite catalyst [J].
Anderson, SA ;
Root, TW .
JOURNAL OF CATALYSIS, 2003, 217 (02) :396-405
[7]   CYCLOCARBONYLATION OF AROMATIC-COMPOUNDS WITH PALLADIUM AND COPPER CHLORIDE [J].
ARZOUMANIDIS, GG ;
RAUCH, FC .
JOURNAL OF MOLECULAR CATALYSIS, 1980, 9 (03) :335-338
[8]  
BABRIELE B, 2001, EUR J ORG CHEM, P4607
[9]   Synthesis of 1-(alkoxycarbonyl)methylene-1,3-dihydroisobenzofurans and 4-(alkoxycarbonyl)benzo[c]pyrans by palladium-catalysed oxidative carbonylation of 2-alkynylbenzyl alcohols, 2-alkynylbenzaldehydes and 2-alkynylphenyl ketones [J].
Bacchi, A ;
Costa, M ;
Della Cà, N ;
Fabbricatore, M ;
Fazio, A ;
Gabriele, B ;
Nasi, C ;
Salerno, G .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2004, 2004 (03) :574-585
[10]   Efficient and general synthesis of 5-(alkoxycarbonyl)methylene-3-oxazolines by palladium-catalyzed oxidative carbonylation of prop-2-ynylamides [J].
Bacchi, A ;
Costa, M ;
Gabriele, B ;
Pelizzi, G ;
Salerno, G .
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (13) :4450-4457