Literature DB >> 23957653

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

Norihiko Takeda1, Masafumi Ueda, Syunsuke Kagehira, Hiroyuki Komei, Norimitsu Tohnai, Mikiji Miyata, Takeaki Naito, Okiko Miyata.   

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.

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Year:  2013        PMID: 23957653     DOI: 10.1021/ol401897u

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  1 in total

1.  Regiodivergent condensation of 5-alkoxycarbonyl-1H-pyrrol-2,3-diones with cyclic ketazinones en route to spirocyclic scaffolds.

Authors:  Alexey Yu Dubovtsev; Maksim V Dmitriev; Аndrey N Maslivets; Michael Rubin
Journal:  Beilstein J Org Chem       Date:  2017-10-19       Impact factor: 2.883

  1 in total

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