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A-A3-Iodanyl ketone

With a-A3-iodanyl ketone precursors. Exposure of (2-acetoxyvinyl)phenyl-A3-iodanes 369 to 2-imidazolidinethione and triethylamine in methanol produced the bridgehead heterocycle 370 of type 5,6-dihydro-imidazo[2,l-3]thiazoles (Equation 166) <2003JOC7887>. [Pg.175]

Intramolecular carboxy groups can participate as a nucleophile toward a-A3-iodanyl ketones for instance, oxidation of 5-oxocarboxylic acids with PhI(OH)OTs 17 affords a keto-y-lactone in good yields [Eq. (53)] [99]. [Pg.30]

Simple a-(phenyl-A3-iodanyl) ketones have never been isolated however, a-A3-iodanyl jS-diketones are known. 2-Dimedonyl(phenyl)-A3-iodane has been prepared from dimedone by the reaction with iodane 17 in a good yield as a white solid, which on heating in acetonitrile affords 2-tosyloxydimedone [Eq. (54)] [93]. [Pg.30]

In contrast to a-(phenyl-A3-iodanyl) ketones, it is possible to isolate a-(phenyl-A3-iodanyl) sulfone 60 as a stable crystal [100]. The sulfone 60 undergoes substitutions with various nucleophiles with reductive elimination of iodobenzene. [Pg.30]


See other pages where A-A3-Iodanyl ketone is mentioned: [Pg.29]    [Pg.30]    [Pg.32]    [Pg.40]    [Pg.40]    [Pg.29]    [Pg.30]    [Pg.32]    [Pg.40]    [Pg.40]    [Pg.29]   
See also in sourсe #XX -- [ Pg.29 ]




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