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Chemoselective Synthesis of Novel Heterocyclic [3.3.3]Propellane Derivatives via a One‐pot Three‐component Reaction
Author(s) -
Wang Jing,
Liu Hongzhi,
Wen Ren,
Li Jie,
Zhu Songlei
Publication year - 2017
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201700103
Subject(s) - chemistry , propellane , malononitrile , selectivity , component (thermodynamics) , reaction conditions , combinatorial chemistry , organic chemistry , ethanol , bicyclic molecule , catalysis , physics , thermodynamics
A highly chemoselective method for the synthesis of heterocyclic [3.3.3]propellane derivatives was developed via sequential three‐component reactions of acenaphthenequinone, malononitrile/cyanoacetate and a variety of 1,3‐dicarbonyl compounds under mild conditions in ethanol. A plausible mechanism for this type of reaction was proposed. The value of this method was highlighted by its high selectivity, simple procedures, and good yields.