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
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
收藏
页码:2198 / 2200
页数:3
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