Regioselective C-H Activation and Sequential C-C and C-O Bond Formation Reactions of Aryl Ketones Promoted by an Yttrium Carbene

被引：100

作者：

Mills, David P. ^{[1
]}

Soutar, Lyndsay ^{[1
]}

Lewis, William ^{[1
]}

Blake, Alexander J. ^{[1
]}

Liddle, Stephen T. ^{[1
]}

机构：

[1] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2010年 / 132卷 / 41期

基金：

英国工程与自然科学研究理事会;

关键词：

METAL-CARBON BONDS; STRUCTURAL-CHARACTERIZATION; ALKYLIDENE COMPLEXES; CALCIUM CARBENE; REACTIVITY; METHYLIDENE; LANTHANIDES; MONOXIDE; DIANION; SYSTEM;

D O I：

10.1021/ja107958u

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Rare earth carbenes exclusively exhibit Wittig-type reactivity with carbonyl compounds to afford alkenes. Here, we report that yttrium carbenes can effect regioselective ortho-C-H activation and sequential C-C and C-O bond formation reactions of aryl ketones to give iso-benzofurans and hydroxymethylbenzophenones. With MeCOPh, cyclotetramerization occurs giving a substituted cyclohexene. This demonstrates new rare earth carbene reactivity which complements existing Wittig-type reactivity.

引用

页码：14379 / 14381

页数：3

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