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铁催化的烷基格氏试剂与芳基磺酸盐和对甲苯磺酸盐的交叉偶联反应。

Iron-catalyzed cross-coupling reactions of alkyl Grignards with aryl sulfamates and tosylates.

机构信息

Department of Chemistry, Indiana University, 800 East Kirkwood Avenue, Bloomington, Indiana 47405-7102, USA.

出版信息

Org Lett. 2013 Jan 4;15(1):96-9. doi: 10.1021/ol303130j. Epub 2012 Dec 17.

Abstract

The iron-catalyzed cross-coupling of aryl sulfamates and tosylates has been achieved with primary and secondary alkyl Grignards. This study of iron-catalyzed cross-coupling reactions also examines the isomerization and β-hydride elimination problems that are associated with the use of isopropyl nucleophiles. While a variety of iron sources were competent in the reaction, the use of FeF(3)•3H(2)O was critical to minimize nucleophile isomerization.

摘要

芳基磺酸盐和对甲苯磺酸盐与伯烷基和仲烷基格氏试剂的铁催化交叉偶联已经实现。这项铁催化交叉偶联反应的研究还考察了与使用异丙基亲核试剂相关的异构化和β-氢消除问题。虽然各种铁源在反应中都具有活性,但使用 FeF(3)•3H(2)O 对于最小化亲核试剂异构化至关重要。

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