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Cyclopentanone Friedel-Crafts reaction

Friedel Crafts acetylation of butadiene complex 56 proceeds smoothly to give a mixture of 1-acetyldienes 58 and 59 via the cationic 7r-allyl complex 57 [16]. Intramolecular Friedel-Crafts acylation with the acid chloride of the diene complex 60, promoted by deactivated AICI3 at 0 °C, gave the cyclopentanones. The (Z)-dienone complex 61 was the major product and the ( )-dienone 62 the minor one [17]. Acetylation of the 1,3-cyclohexadiene phosphine complex 63 proceeded easily at —78°C to give the rearranged complex 65 in 85% yield. Without phosphine coordination, poor results were obtained [18,19], In this reaction, the acetyl group at first coordinates to Fe, and attacks at the terminal carbon of the diene from the same... [Pg.360]


See other pages where Cyclopentanone Friedel-Crafts reaction is mentioned: [Pg.659]    [Pg.12]    [Pg.286]   
See also in sourсe #XX -- [ Pg.756 ]

See also in sourсe #XX -- [ Pg.756 ]

See also in sourсe #XX -- [ Pg.756 ]




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