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钯催化芳基和乙烯基卤化物或三氟甲磺酸酯与乙酸酐和甲酸根阴离子的羟基羰基化反应。

Palladium-catalyzed hydroxycarbonylation of aryl and vinyl halides or triflates by acetic anhydride and formate anions.

作者信息

Cacchi Sandro, Fabrizi Giancarlo, Goggiamani Antonella

机构信息

Dipartimento di Studi di Chimica e Tecnologia delle Sostanze Biologicamente Attive, Università degli Studi La Sapienza, P.le A. Moro 5, 00185 Rome, Italy.

出版信息

Org Lett. 2003 Nov 13;5(23):4269-72. doi: 10.1021/ol0354371.

DOI:10.1021/ol0354371
PMID:14601977
Abstract

[reaction: see text] The palladium-catalyzed reaction of aryl and vinyl halides or triflates in the presence of acetic anhydride and lithium formate as a condensed source of carbon monoxide provides an efficient simple route to the synthesis of the corresponding carboxylic acids. The reaction proceeds very smoothly under mild conditions and tolerates a wide range of functional groups, including ether, ketone, ester, and nitro groups. The presence of ortho substituents does not hamper the reaction. Labeled carbonyl products can be easily prepared by using H(13)COONa.

摘要

[反应:见正文] 在乙酸酐和甲酸锂作为一氧化碳浓缩源存在的情况下,钯催化芳基卤化物、乙烯基卤化物或三氟甲磺酸酯反应,为合成相应的羧酸提供了一条高效简便的途径。该反应在温和条件下进行得非常顺利,并且能耐受多种官能团,包括醚基、酮基、酯基和硝基。邻位取代基的存在并不妨碍反应。通过使用H(13)COONa可以轻松制备标记的羰基产物。

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