Multifunctionalization of alkenes via aerobic oxynitration and sp3 C-H oxidation

被引：66

作者：

Taniguchi, Tsuyoshi ^{[1
]}

Sugiura, Yuki ^{[1
]}

Hatta, Takashi ^{[1
]}

Yajima, Atsushi ^{[1
]}

Ishibashi, Hiroyuki ^{[1
]}

机构：

[1] Kanazawa Univ, Sch Pharmaceut Sci, Inst Med Pharmaceut & Hlth Sci, Kanazawa, Ishikawa 9201192, Japan

来源：

CHEMICAL COMMUNICATIONS | 2013年 / 49卷 / 22期

关键词：

METAL-FREE; COUPLING REACTIONS; ALKOXY RADICALS; BONDS; FUNCTIONALIZATION; C(SP(3))-H; AMINATION; MECHANISM; CARBAMOYLATION; ARYLATION;

D O I：

10.1039/c3cc00130j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A method for direct functionalization of three positions including an unactivated C-H bond of aliphatic alkenes using tert-butyl nitrite and molecular oxygen to give gamma-lactols has been developed. The present reaction proceeds through a sequence of radical processes involving oxynitration followed by aerobic oxidation of an sp(3) C-H bond. This multifunctionalization reaction requires neither metallic reagents nor photolysis and proceeds under mild conditions.

引用

页码：2198 / 2200

页数：3

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