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Tandem Diels–Alder/Coupling Reaction Involving Two Arynes: Highly Stereoselective Synthesis of Dihydronaphtho‐Fused Oxindole
Author(s) -
Su Shikuan,
Wang Ning,
Li Chunju,
Song Boyi,
Jia Xueshun,
Li Jian
Publication year - 2014
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201300247
Subject(s) - aryne , stereoselectivity , chemistry , cycloaddition , oxindole , tandem , diels–alder reaction , combinatorial chemistry , reaction conditions , stereochemistry , organic chemistry , catalysis , materials science , composite material
Abstract The reaction of arylidenoxindole and arynes formed in situ was investigated. Two arynes participated in the Diels–Alder cycloaddition and coupling reactions, thus providing quick and efficient access to structurally unusual dihydronaphtho‐fused oxindoles. The present strategy also demonstrates its excellent stereoselectivity and convenient experimental set‐up.