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Primary–Tertiary Diamine/Brønsted Acid Catalyzed C–C Coupling between para ‐Vinylanilines and Aldehydes
Author(s) -
Cui Lingyun,
Zhu Yunbo,
Luo Sanzhong,
Cheng JinPei
Publication year - 2013
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201300995
Subject(s) - brønsted–lowry acid–base theory , primary (astronomy) , diamine , catalysis , adduct , chemistry , allylic rearrangement , coupling (piping) , nucleophile , medicinal chemistry , organic chemistry , polymer chemistry , materials science , physics , astronomy , metallurgy
Aromatic enamines : para ‐Vinylanilines were identified as unique nucleophiles, closely resembling enamines, to undergo CC coupling with aldehydes catalyzed by a simple primary–tertiary diamine/Brønsted acid. The resulting bis(allylic) adducts, which have potential as functional materials, were obtained in high yields under rather mild conditions (see scheme).