Manganese Dioxide-Methanesulfonic Acid Promoted Direct Dehydrogenative Alkylation of sp3 C-H Bonds Adjacent to a Heteroatom

被引：107

作者：

Liu, Xigong ^{[1
]}

Sun, Bin ^{[2
]}

Xie, Zhiyu ^{[1
]}

Qin, Xiaojun ^{[1
]}

Liu, Lei ^{[1
]}

Lou, Hongxiang ^{[1
]}

机构：

[1] Shandong Univ, Dept Nat Prod Chem, Key Lab Chem Biol MOE, Sch Pharmaceut Sci, Jinan 250012, Peoples R China

[2] Shandong Univ, Natl Glycoengn Res Ctr, Jinan 250012, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 78卷 / 07期

基金：

美国国家科学基金会;

关键词：

CATALYZED OXIDATIVE CYANATION; CARBON-HYDROGEN BONDS; CYCLIC BENZYL ETHERS; TERTIARY-AMINES; COUPLING REACTIONS; STEREOSELECTIVE-SYNTHESIS; DIRECT FUNCTIONALIZATION; CYCLIZATION REACTIONS; METHYLENE-COMPOUNDS; OXOCARBENIUM IONS;

D O I：

10.1021/jo4000674

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A manganese dioxide (MnO2)-methanesulfonic acid (CH3SO3H) oxidation system has been developed to efficiently promote direct coupling of benzylic ethers and carbamates with simple ketones via oxidative C-H bond activation. The alkylation proceeds smoothly under air atmosphere to afford the corresponding products in good to excellent yields (53-87%). The employment of the combination of MnO2 and CH3SO3H is attractive on the basis of economical and environmental issues.

引用

页码：3104 / 3112

页数：9

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