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微波辅助无配体多相催化下碘代芳烃的羰基化和环羰基化反应。

Microwave-assisted carbonylation and cyclocarbonylation of aryl iodides under ligand free heterogeneous catalysis.

机构信息

Dipartimento Farmaco Chimico Tecnologico, Universitá degli Studi di Siena, Via A. Moro, I-53100 Siena, Italy.

出版信息

J Org Chem. 2010 Mar 19;75(6):1841-7. doi: 10.1021/jo9021315.

Abstract

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.

摘要

羰基化反应是一种非常有效的合成酯、酰胺和杂环化合物的方法。使用 Pd/C 和微波介电加热可以进行多相催化羰基化反应。在 DBU 作为碱的存在下,在 DMF 中可以用化学计量的不同伯醇和仲醇进行烷氧基羰基化反应。类似地,碘苯、CO 和胺可以在简单过滤除去催化剂后,以良好的收率转化为相应的酰胺。Pd/C 也成功地用于微波辅助邻碘苯胺与酰氯的环羰基化反应,得到苯并恶嗪酮。Pd/C 可以回收两次,而反应收率没有明显差异。

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