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反-氯(1-萘基)双(三苯基膦)镍(II)/PCy3 催化室温下芳基和杂芳基新戊二醇硼酸酯与芳基和杂芳基甲磺酸酯和磺酸盐的交叉偶联。

trans-Chloro(1-naphthyl)bis(triphenylphosphine)nickel(II)/PCy3 catalyzed cross-coupling of aryl and heteroaryl neopentylglycolboronates with aryl and heteroaryl mesylates and sulfamates at room temperature.

机构信息

Roy & Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, USA.

出版信息

J Org Chem. 2012 Mar 16;77(6):2885-92. doi: 10.1021/jo3001194. Epub 2012 Mar 7.

DOI:10.1021/jo3001194
PMID:22369478
Abstract

trans-Chloro(1-naphthyl)bis(triphenylphosphine)nickel(II) complex/PCy(3) system has been successfully applied as catalyst for the Suzuki-Miyaura cross-coupling of aryl and heteroaryl neopentylglycolboronates with aryl and heteroaryl mesylates and sulfamates in THF at room temperature. This cross-coupling reaction tolerates various functional groups, including keto, imino, ester, ether, and cyano. Together with the nickel-catalyzed, one-pot, two-step neopentylglycolborylation, this bench stable and inexpensive Ni(II)-based catalyst can be utilized as an alternative to Ni(COD)(2)/PCy(3) to provide an inexpensive, robust, and convenient synthesis of biaryl and heterobiaryl compounds.

摘要

反式-氯(1-萘基)双(三苯基膦)镍(II)配合物/PCy(3)体系已成功应用于芳基和杂芳基新戊二醇硼酸酯与芳基和杂芳基甲磺酸酯和磺酸盐在室温下的 Suzuki-Miyaura 交叉偶联反应。该交叉偶联反应可耐受各种官能团,包括酮、亚胺、酯、醚和氰基。与镍催化的一锅两步新戊二醇硼化反应一起,这种稳定且廉价的 Ni(II)基催化剂可替代 Ni(COD)(2)/PCy(3),为廉价、坚固和方便地合成联芳基和杂联芳基化合物提供了一种选择。

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