Synthesis of heterocyclic-fused benzopyrans via the Pd(II)-catalyzed C-H alkenylation/C-O cyclization of flavones and coumarins

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An efficient and practical method for effecting a tandem C-H alkenylation/C-O cyclization has been achieved via the C-H functionalization of flavone derivatives. The synthetic utility of the one-pot sequence was demonstrated by obtaining convenient access to coumarin-annelated benzopyrans. The reaction scope for the transformation was found to be fairly broad, affording good yields of a wide range of flavone-or coumarin-fused benzopyran motifs, which are privileged structures in many biologically active compounds.
Publisher
ROYAL SOC CHEMISTRY
Issue Date
2014-05
Language
English
Article Type
Article
Keywords

BOND ACTIVATION; INTERMOLECULAR ALKENYLATION; ARTOCARPUS-HETEROPHYLLUS; AROMATIC SUBSTITUTION; ARYLBORONIC ACIDS; HECK REACTIONS; FACILE ROUTE; FUNCTIONALIZATION; CHROMONES; OLEFINATION

Citation

ORGANIC & BIOMOLECULAR CHEMISTRY, v.12, no.21, pp.3413 - 3422

ISSN
1477-0520
DOI
10.1039/c4ob00180j
URI
http://hdl.handle.net/10203/189028
Appears in Collection
CH-Journal Papers(저널논문)
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