Surprising Reactivity in NiXantphos/Palladium-Catalyzed α-Arylation of Substituted Cyclopropyl Nitriles

被引：14

作者：

Wright, Brandon A. ^{[1
]}

Ardolino, Michael J. ^{[1
]}

机构：

[1] Merck & Co Inc, Proc Res & Dev, 33 Ave Louis Pasteur, Boston, MA 02115 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 08期

关键词：

HIGH-THROUGHPUT EXPERIMENTATION; SELECTIVE MONOARYLATION; ARYL HALIDES; SMALL RING; DERIVATIVES; PRECATALYSTS; COUPLINGS; ACETONE; LIGAND; ESTERS;

D O I：

10.1021/acs.joc.8b02238

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

alpha-Arylations of cyclopropyl and related nitriles provide access to important synthetic intermediates and pharmacophores for biologically active molecules. However, robust methods for coupling of sterically encumbered partners have remained elusive. Through optimization using high-throughput experimentation (HTE), the NiXantphos ligand was found to be effective in the coupling of sterically hindered beta-substituted cyclopropyl nitriles with a number of aryl groups and heterocycles, including those containing acidic N-H and O-H bonds.

引用

页码：4670 / 4679

页数：10

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