benzofurans and ketene

benzofurans has been researched along with ketene* in 3 studies

Other Studies

3 other study(ies) available for benzofurans and ketene

ArticleYear
The photoformation of a phthalide: a ketene intermediate traced by FSRS.
    Physical chemistry chemical physics : PCCP, 2015, Jan-07, Volume: 17, Issue:1

    The photo-isomerization of o-acetylbenzaldehyde (oABA) in acetonitrile was studied by femto- and nanosecond transient absorption spectroscopy. Spectroscopic signatures are assigned with the aid of TD-DFT, TD-CAM-DFT and DFT-MRCI computations. The isomerization yields a lactone, 3-methylphthalide (3MP), with a quantum yield of 0.3 (30%). As evidenced by femtosecond stimulated Raman spectroscopy (FSRS), the isomerization proceeds via a ketene intermediate. It is formed within ∼2-3 ps after photo-excitation. Intersystem crossing (ISC) populating the triplet state of oABA seems to compete with the ketene formation. Experiments on the non-reactive meta- and para-derivatives, which undergo efficient ISC with time constants of 5 ps, support this statement. The triplet state of oABA also contributes to the ketene formation, presumably involving a biradical intermediate. The ketene exhibits a lifetime of 1.4 μs and generates an additional intermediate in the cascade towards the lactone.

    Topics: Benzaldehydes; Benzofurans; Ethylenes; Isomerism; Ketones; Lactones; Light; Quantum Theory; Spectrum Analysis, Raman

2015
Stereoselective synthesis of the rocaglamide skeleton via a silyl vinylketene formation/[4 + 1] annulation sequence.
    Organic letters, 2008, Oct-02, Volume: 10, Issue:19

    The tricyclic core of the cyclopentabenzofurans has been prepared in an efficient and stereoselective manner utilizing an intramolecular silyl vinylketene formation/[4 + 1] annulation sequence. This novel approach affords the ABC ring system where the adjacent phenyl and aryl substituents of the C ring have the required cis relationship.

    Topics: Animals; Benzofurans; Ethylenes; Ketones; Mice; Silanes; Stereoisomerism; Substrate Specificity; Vinyl Compounds

2008
Ketene acetal and spiroacetal constituents of the marine fungus Aigialus parvus BCC 5311.
    Journal of natural products, 2004, Volume: 67, Issue:3

    Aigialone (1) and aigialospirol (2), two structurally unique compounds, were isolated from the mangrove fungus Aigialus parvus BCC 5311. The structure of the new ketene acetal 1 was elucidated by spectral analysis, and its relative stereochemistry was determined by X-ray crystallography. The stereochemistry of aigialospirol (2), elucidated by NMR spectral analysis, suggested that this compound is possibly derived from hypothemycin (3), a metabolite previously isolated from this same fungus.

    Topics: Acetals; Ascomycota; Benzofurans; Crystallography, X-Ray; Ethylenes; Ketones; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Stereoisomerism; Thailand; Zearalenone

2004