铃木-宫浦反应、α-酮芳基化反应以及由一种多功能氮杂环卡宾-钯环配合物催化的脱卤反应。

Suzuki-Miyaura, alpha-ketone arylation and dehalogenation reactions catalyzed by a versatile N-heterocyclic carbene-palladacycle complex.

作者信息

Navarro Oscar, Marion Nicolas, Oonishi Yoshihiro, Kelly Roy A, Nolan Steven P

机构信息

Department of Chemistry, University of New Orleans, New Orleans, Louisiana 70148, USA.

出版信息

J Org Chem. 2006 Jan 20;71(2):685-92. doi: 10.1021/jo0521201.

DOI:10.1021/jo0521201

PMID:16408981

Abstract

[reaction: see text] The activity of the complex (IPr)PdCl(eta2-N,C-C12H7NMe2), 1 [IPr = (N,N'-bis(2,6-diisopropylphenyl)imidazol)-2-ylidene], in the Suzuki-Miyaura cross-coupling reaction involving unactivated aryl chlorides and triflates with arylboronic acids at room temperature in technical grade 2-propanol is described. These conditions allow for the synthesis of di- and tri-ortho-substituted biaryls in very short reaction times. This complex also displays very high activity for alpha-ketone arylation and dehalogenation reactions of activated and unactivated aryl chlorides.

摘要

[反应：见正文] 描述了配合物(IPr)PdCl(η2-N,C-C12H7NMe2)，1 [IPr = (N,N'-双(2,6-二异丙基苯基)咪唑)-2-亚基] 在技术级2-丙醇中于室温下涉及未活化芳基氯和芳基三氟甲磺酸酯与芳基硼酸的铃木-宫浦交叉偶联反应中的活性。这些条件允许在非常短的反应时间内合成二邻位和三邻位取代的联芳基。该配合物在活化和未活化芳基氯的α-酮芳基化和脱卤反应中也表现出非常高的活性。