Microwave-Assisted Carbonylation and Cyclocarbonylation of Aryl Iodides under Ligand Free Heterogeneous Catalysis

被引:119
作者
Salvadori, Jessica [1 ]
Balducci, Evita [1 ]
Zaza, Silvia [1 ]
Petricci, Elena [1 ]
Taddei, Maurizio [1 ]
机构
[1] Univ Siena, Dipartimento Farmaco Chim Tecnol, I-53100 Siena, Italy
关键词
CARBON-MONOXIDE SOURCE; SUPPORTED PALLADIUM CATALYSTS; PRESSURIZED REACTION VESSELS; COUPLING REACTIONS; IONIC LIQUIDS; HECK REACTION; HYDROGENATION REACTIONS; ORGANIC HALIDES; O-IODOANILINES; EFFICIENT;
D O I
10.1021/jo9021315
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Carbonylation reaction is a very effective transformation for the synthesis of esters, amides, and heterocyclic compounds. Heterogeneous catalyzed carbonylation reactions can be carried out using the association of Pd/C and microwave dielectric heating. Alkoxy carbonylation can be performed with stoichiometric amounts of different primary and secondary alcohols in DMF in the presence of DBU as the base. Analogously, iodobenzene, CO, and amines can be transformed into the corresponding amides in good yields after a simple filtration to remove the catalyst. Pd/C was also successfully employed in microwave-assisted cyclocarbonylation of o-iodoaniline with acyl chlorides to give benzoxazinones, Pd/C can be recycled two times without a considerable difference in the reaction yields.
引用
收藏
页码:1841 / 1847
页数:7
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