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One‐Pot Ring‐Closing Metathesis/1,3‐Dipolar Cycloaddition through Assisted Tandem Ruthenium Catalysis: Synthesis of a Dye with Isoindolo[2,1‐ a ]quinoline Structure
Author(s) -
Arisawa Mitsuhiro,
Fujii Yuki,
Kato Hiroshige,
Fukuda Hayato,
Matsumoto Takashi,
Ito Mika,
Abe Hiroshi,
Ito Yoshihiro,
Shuto Satoshi
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201206765
Subject(s) - ruthenium , quinoline , substituent , chemistry , aniline , tandem , catalysis , cycloaddition , combinatorial chemistry , ring closing metathesis , conjugated system , metathesis , salt metathesis reaction , ring (chemistry) , molecule , organic chemistry , materials science , polymer , composite material , polymerization
The one‐pot tandem reaction of N ‐alkyl‐ N ‐allyl‐2‐vinylaniline derivatives with benzo‐ or naphthoquinones and a ruthenium–alkylidene catalyst leads to isoindolo[2,1‐ a ]quinolines in a variety of colors, which can be altered by exchanging the substituent on the core heterocycle (see scheme). This reaction offers a new synthetic method for π‐conjugated small molecules from simple aniline derivatives.