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二级烷基溴与芳基和烯基三氟甲磺酸酯和全氟磺酸酯的 Barbier-Negishi 偶联反应。

Barbier-Negishi Coupling of Secondary Alkyl Bromides with Aryl and Alkenyl Triflates and Nonaflates.

机构信息

Department of Chemistry, University of Basel, St. Johanns-Ring 19, 4056, Basel, Switzerland.

出版信息

Angew Chem Int Ed Engl. 2018 Feb 12;57(7):1982-1986. doi: 10.1002/anie.201711990. Epub 2018 Jan 24.

DOI:10.1002/anie.201711990
PMID:29316142
Abstract

A mild and practical Barbier-Negishi coupling of secondary alkyl bromides with aryl and alkenyl triflates and nonaflates has been developed. This challenging reaction was enabled by the use of a very bulky imidazole-based phosphine ligand, which resulted in good yields as well as good chemo- and site selectivities for a broad range of substrates at room temperature and under non-aqueous conditions. This reaction was extended to primary alkyl bromides by using an analogous pyrazole-based ligand.

摘要

发展了一种温和且实用的二级烷基溴与芳基和烯基三氟甲磺酸酯和全氟磺酸酯的 Barbier-Negishi 偶联反应。通过使用非常庞大的咪唑基膦配体,实现了这一具有挑战性的反应,从而在室温下和非水条件下,以良好的收率和良好的化学选择性和位置选择性,实现了广泛底物的偶联。通过使用类似的吡唑基配体,该反应也扩展到了一级烷基溴。

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