Multifunctionalization of alkenes via aerobic oxynitration and sp(3) C-H oxidation

作者:Taniguchi Tsuyoshi*; Sugiura Yuki; Hatta Takashi; Yajima Atsushi; Ishibashi Hiroyuki
来源:Chemical communications, 2013, 49(22): 2198-2200.
DOI:10.1039/c3cc00130j

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.