Premium
Efficient Construction of Tri‐ and Tetracyclic Heterocycles from Linear 1,6‐Dienes by a Domino Reaction
Author(s) -
Hu Yimin,
Song Fengfa,
Wu Fenghua,
Cheng Dong,
Wang Shaowu
Publication year - 2008
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.200702035
Subject(s) - domino , aryl , halide , chemistry , biphenyl , combinatorial chemistry , sulfonyl , coupling reaction , palladium , organic chemistry , catalysis , alkyl
Tri‐ and tetracyclic heterocycle systems were constructed by a palladium‐catalyzed domino reaction of linear 1,6‐dienes that contain acryl groups with aryl halides through C–C coupling and aromatic CH functionalization. Three different acrylamides have been shown to be very active for the reaction. The substituents on the aryl halides could be ethoxycarbonyl, ketyl, chloro, sulfonyl, cyano, etc. Thus, the ready accessibility of the starting materials, the wide range of compatibility of substrates including both dienes and aryl halides, and the generality of this process make the reaction highly valuable in view of the synthetic and medicinal importance of these kinds of heterocycles.