Tandem Reaction of Enynyl Acetate: Precursor of Allenyl Ketones
نویسندگان
چکیده
منابع مشابه
Chemoselective synthesis of highly substituted 1,2-allenyl ketones, furans, and 2-alkynyl ketones from reaction of lithium selenolates with 1-(1-alkynyl)cyclopropyl ketones and electrophiles.
A homo-Michael addition reaction of lithium selenolates with 1-(1-alkynyl)cyclopropyl ketones and the subsequent reaction with electrophiles such as PhSeBr, NFSI and NCS is reported. Based on the nature of electrophiles, this reaction may afford highly substituted 1,2-allenyl ketones or furans (E(+) = PhSe(+)) and 2-alkynyl ketones (E(+) = F(+), Cl(+), active halides) as the final products, res...
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A highly efficient method for the synthesis of versatile cyclopentenones from readily available enynyl acetates via tandem Au(I)-catalyzed 3,3-rearrangement and the Nazarov reaction is developed. Significant substrate flexibility and excellent control of the double bond position in the cyclopentenone ring render this an attractive method for cyclopentenone synthesis.
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Tetraarylpyrroles with a 1-azulenyl substituent were prepared by the reaction of 1-azulenyl ketones, which have various aryl-substituents at their α-position, with benzoin in the presence of ammonium acetate as a nitrogen source of the pyrrole ring. Optical property of the tetraarylpyrroles obtained by the reaction was clarified by UV/Vis spectroscopy and/or time-dependent density functional th...
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A unique TfOH-catalyzed domino cycloisomerization/hydrolytic defluorination reaction of easily available n-perfluoroalkyl allenones in the presence of H2O providing furanyl perfluoroalkyl ketones has been developed. The (18)O-labelling experiments confirmed that the oxygen atom of the carbonyl group in the final products originates from water.
متن کاملMichael-Stork addition of cyclopentyl enamine to allenyl ketones and esters.
[Chemical reaction: see text] We report the first examples of a Michael-Stork enamine addition to allenyl esters and ketones. Studies reveal that 2 equivalents of enamine are required for optimal yields. In the case of an allenyl methyl ketone, cyclopentyl enamine addition led to 8-oxobicyclo[3.2.1]octane formation, providing evidence for the in situ formation of an enamine intermediate followi...
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ژورنال
عنوان ژورنال: CHEMICAL & PHARMACEUTICAL BULLETIN
سال: 2016
ISSN: 0009-2363,1347-5223
DOI: 10.1248/cpb.c16-00170