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Issue 71, 2018
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Diversity-oriented synthesis of chromenopyrrolidines from azomethine ylides and 2-hydroxybenzylidene indandiones via base-controlled regiodivergent (3+2) cycloaddition

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Abstract

An organobase-directed, regiodivergent 1,3-dipolar cycloaddition of azomethine ylides and 2-hydoxybenzylidene indandiones is reported. The scarcely explored reversal of the nucleophilic site in azomethine ylides has been exploited for their regiodivergent (3+2) cycloaddition, which subsequently resulted in two different cascade processes to generate functionally distinct chromenopyrrolidines in a diversity oriented manner.

Graphical abstract: Diversity-oriented synthesis of chromenopyrrolidines from azomethine ylides and 2-hydroxybenzylidene indandiones via base-controlled regiodivergent (3+2) cycloaddition

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Publication details

The article was received on 17 Jul 2018, accepted on 10 Aug 2018 and first published on 10 Aug 2018


Article type: Communication
DOI: 10.1039/C8CC05693E
Citation: Chem. Commun., 2018,54, 9921-9924
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    Diversity-oriented synthesis of chromenopyrrolidines from azomethine ylides and 2-hydroxybenzylidene indandiones via base-controlled regiodivergent (3+2) cycloaddition

    J. Yu, H. Chien, Y. Lin, P. Karanam, Y. Chen and W. Lin, Chem. Commun., 2018, 54, 9921
    DOI: 10.1039/C8CC05693E

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