Tetracyclic dihydronaphthalene derivatives via gold-catalyzed aminative homodimerization of ortho-alkynylbenzaldehydes

Gold(I) catalyzes domino homodimerization of o-alkynylbenzaldehydes via a sequence of 6-endo-dig-cyclization, amine addition, and [4+2] cycloaddition involving two bicyclic intermediates. The resulting products integrate medicinally relevant 1,2-dihydronaphthalene and isochromene moieties into a sin...

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Bibliographic Details
Published inChemical communications (Cambridge, England) Vol. 52; no. 98; pp. 14133 - 14136
Main Authors Ruch, Aaron A., Kong, Fanji, Nesterov, Vladimir N., Slaughter, LeGrande M.
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 01.01.2016
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
ANNULATIONS
2-BENZOPYRYLIUM SALTS
BENZANNULATION
FACILE SYNTHESIS
4+2 CYCLOADDITION
LEWIS-ACID
CHRYSENE DERIVATIVES
ISOCHROMENE DERIVATIVES
ALKYNES
IN-SITU
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Summary:Gold(I) catalyzes domino homodimerization of o-alkynylbenzaldehydes via a sequence of 6-endo-dig-cyclization, amine addition, and [4+2] cycloaddition involving two bicyclic intermediates. The resulting products integrate medicinally relevant 1,2-dihydronaphthalene and isochromene moieties into a single amine-substituted tetracyclic framework.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1359-7345
1364-548X
DOI:10.1039/c6cc08132k