Synthesis of dihydrobenzofurans with quaternary carbon center under mild and neutral conditions.

Journal: Organic Letters
Published:
Abstract

A new method has been developed for the construction of dihydrobenzofurans from O-aryloxime ethers bearing an α-cyano group using a sequential regioselective isomerization/[3,3]-sigmatropic rearrangement/cyclization reaction in MeOH without any catalysts under neutral conditions at ambient temperature. The current transformation provides environmentally benign and atom-economical access to a variety of dihydrobenzofurans containing a quaternary carbon from readily available cyclic and acyclic oxime ethers.

Authors
Norihiko Takeda, Masafumi Ueda, Syunsuke Kagehira, Hiroyuki Komei, Norimitsu Tohnai, Mikiji Miyata, Takeaki Naito, Okiko Miyata