Studies on Acetylenic Compounds. XXXIX. The Addition Reaction of Cyanogen Bromide to Acetylenic Compounds
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Boronic acid catalyzed ene carbocyclization of acetylenic dicarbonyl compounds.
The discovery and development of an efficient ene carbocyclization of 1,3-dicarbonyl compounds bearing pendent terminal alkyne substituents under 3-nitrobenzeneboronic acid catalysis is described. The reaction is efficient, easy to perform and general to a wide range of ketoester substrates.
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Two pairs of diastereoisomeric acetylenic norlignan compounds with PhCH(OR(1))CH(OR(2))CH(2)C triple bond CPh skeleta: (1R, 2R)-1-O-methylnyasicoside (1) and (1S, 2R)-1-O-methylnyasicoside (2), and (1R, 2R)-crassifogenin D (3) and (1S, 2R)- crassifogenin D (4), were isolated from the ethanolic extract of rhizomes of Curculigo crassifolia. Compounds 3 and 4 are new and their structures were eluc...
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Substituted pyrroles were prepared by a gold(I)-catalyzed acetylenic Schmidt reaction of homopropargyl azides. The reaction allows for regiospecific substitution at each position of the pyrrole ring under mild conditions. A mechanism in which azides serve as nucleophiles toward gold(I)-activated alkynes with subsequent gold(I)-aided expulsion of dinitrogen is proposed.
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Photochemically, covalent cycloaddition products of flavoquinone and acetylenic enzyme inhibitors have been prepared and elucidated, which appear analogous to flavoprotein-inhibitor complexes (monoamine and lactate oxidase). The additions occur with inhibitors of general type H C = C — C H < at the C (4a )=N(5 ) azomethine grouping of oxidized flavin. The spectral properties of adducts and thei...
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ژورنال
عنوان ژورنال: Chemical and Pharmaceutical Bulletin
سال: 1964
ISSN: 0009-2363,1347-5223
DOI: 10.1248/cpb.12.1446