Catalytic Formation of α-Aryl Ketones by C-H Functionalization with Cyclic Alkenyl Carbonates and One-Pot Synthesis of Isocoumarins

被引：53

作者：

Hara, Yusuke ^{[1
]}

Onodera, Shunsuke ^{[1
]}

Kochi, Takuya ^{[1
]}

Kakiuchi, Fumitoshi ^{[1
,2
]}

机构：

[1] Keio Univ, Fac Sci & Technol, Dept Chem, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan

[2] JST, ACT C, Kawaguchi, Saitama 3320012, Japan

来源：

ORGANIC LETTERS | 2015年 / 17卷 / 19期

关键词：

QUINOLINE N-OXIDES; BOND FORMATION; BENZOIC-ACIDS; ACTIVATION; ALKYNES; ARYLATION; EQUIVALENTS; COMBINATION; ALLYLATION; VERSATILE;

D O I：

10.1021/acs.orglett.5b02414

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report here a method for direct catalytic introduction of simple alpha-acylalkyl groups via rhodium-catalyzed C-H functionalization with cyclic alkenyl carbonates, synthetic equivalents to enolates bearing leaving groups. The reaction proceeded smoothly without using bases to give a-aryl ketones in high yields. Various nitrogen-containing aromatic rings and amide groups serve as directing groups. 3-Substituted isocoumarins can also be prepared by one-pot C-H functionalization/cyclization.

引用

页码：4850 / 4853

页数：4

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