Chemistry: Faculty Publications (1990-2023)

Furanylidene Systems from a Tosylic Acid- Mediated, Tandem Desilylation-Cyclization Reaction of Silyl Ethers of Monoalkynylated Β -Keto Carbonyls

Document Type

Article

Publication Date

2011

Publication Title

Heterocyclic Communications

DOI

10.1515/HC.2011.044

ISSN

2191-0197

Abstract

Single isomers of the furanylidene system 8 were synthesized in four steps. The synthesis begins with the dianion of β-keto carbonyls and culminates in a mild, tandem desilylation-cyclization reaction using tosylic acid. Compounds synthesized in this study have the potential for further diversification at the alkyne, carbonyl and enol-ether moieties. Hence, the furanylidenes from this study are prospective building blocks for biologically active, furan-containing natural products and their analogs.

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