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克级规模、廉价且环保的铁催化烷基格氏试剂与烯基或芳基卤化物之间的交叉偶联反应

Gram-Scale, Cheap, and Eco-Friendly Iron-Catalyzed Cross-Coupling between Alkyl Grignard Reagents and Alkenyl or Aryl Halides.

作者信息

Cahiez Gérard, Lefèvre Guillaume, Moyeux Alban, Guerret Olivier, Gayon Eric, Guillonneau Loïc, Lefèvre Nicolas, Gu Qinzhuo, Zhou Edouard

机构信息

Laboratoire CSPBAT , UMR 7244 , Université Paris 13, 1 rue de Chablis , 93017 Bobigny Cedex , France.

M2i Development , Bâtiment ChemStart'Up , Allée Le Corbusier , 64170 Lacq , France.

出版信息

Org Lett. 2019 Apr 19;21(8):2679-2683. doi: 10.1021/acs.orglett.9b00665. Epub 2019 Apr 9.

DOI:10.1021/acs.orglett.9b00665
PMID:30964302
Abstract

A new robust methodology for gram-scale iron-catalyzed cross-coupling between alkyl Grignard reagents and alkenyl or aryl halides is developed. This method does not require toxic additives such as NMP or expensive ligands. Its efficiency relies on the use of simple alkoxide magnesium salts as additives. On the basis of these results, a new procedure for one-pot synthesis of substituted benzamides from chloroesters is also proposed.

摘要

开发了一种用于克级规模的铁催化的烷基格氏试剂与烯基或芳基卤化物之间交叉偶联的新稳健方法。该方法不需要NMP等有毒添加剂或昂贵的配体。其效率依赖于使用简单的醇盐镁盐作为添加剂。基于这些结果，还提出了一种从氯代酯一锅法合成取代苯甲酰胺的新方法。

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