Much Improved Conditions for the Negishi Cross-Coupling of Iodoalanine Derived Zinc Reagents with Aryl Halides

被引：78

作者：

Ross, Andrew J. ^{[1
]}

Lang, Hannah L. ^{[1
]}

Jackson, Richard F. W. ^{[1
]}

机构：

[1] Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 75卷 / 01期

基金：

英国工程与自然科学研究理事会;

关键词：

ORGANOZINC REAGENTS; GLYCOGEN-PHOSPHORYLASE; OXIDATIVE ADDITION; ACTIVE CATALYST; PALLADIUM; INHIBITORS; LIGANDS; NONEQUIVALENCE; REACTIVITY; STABILITY;

D O I：

10.1021/jo902238n

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A combination of Pd-2(dba)(3) and SPhos (1:2 molar ratio) is an excellent precatalyst for the Negishi cross-coupling of the serine-derived organozinc reagent 2 with aryl halides, including previously difficult ortho-substituted examples. In the case of meta- and para-substituted aryl halides, Pd-loadings of 0.5 mol % give satisfactory results. Use of 2-iodoaniline as substrate gives the lactam 12 in good yield.

引用

页码：245 / 248

页数：4

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