Ring-Opening Ortho-C-H Allylation of Benzoic Acids with Vinylcyclopropanes: Merging Catalytic C-H and C-C Activation Concepts

被引：31

作者：

Hu, Zhiyong ^{[1
]}

Hu, Xiao-Qiang ^{[1
]}

Zhang, Guodong ^{[1
]}

Goossben, Lukas J. ^{[1
]}

机构：

[1] Ruhr Univ Bochum, Lehrstuhl Organ Chem 1, Univ Str 150, D-44801 Bochum, Germany

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 17期

关键词：

CARBOXYLIC-ACIDS; BOND FUNCTIONALIZATION; HYDROARYLATION; ARYLATION; ALKYNES; CYCLOPROPENES; ROUTES; ARENES; SP(2);

D O I：

10.1021/acs.orglett.9b02393

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A Ru-catalyzed selective and atom-economic ortho-C-H allylation of aromatic acids with vinylcyclopropanes is reported. The reaction proceeds with selective cleavage of both a C-H and a C-C bond. A wide range of allylarenes were synthesized in high yields and stereoselectivities. The vinylcyclopropane substrates can optionally be generated in situ from a diazo compound and 1,3-butadiene. Concise syntheses of isocoumarin and 3,4-dihydroisocoumarin derivatives underline the synthetic utility of the reaction.

引用

页码：6770 / 6773

页数：4

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