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Direct Synthesis of Dihydropyrrolo[2,1‐ a ]Isoquinolines through FeCl 3 Promoted Oxidative Aromatization
Author(s) -
Cui HaiLei,
Jiang Lu,
Tan Hao,
Liu Si
Publication year - 2019
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201900756
Subject(s) - aromatization , chemistry , yield (engineering) , oxidative phosphorylation , cycloaddition , combinatorial chemistry , natural product , cascade , organic chemistry , catalysis , biochemistry , materials science , chromatography , metallurgy
Abstract We have developed a straightforward FeCl 3 promoted synthesis of dihydropyrrolo[2,1‐ a ]isoquinolines through formal (3+2) cycloaddition/oxidative aromatization cascade of dihydroisoquinoline with Morita‐Baylis‐Hillman carbonates (up to 96% yield). Further modifications of the obtained products were successful through simple chemical transformations providing a diverse range of natural product‐like molecules (12 examples).