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Unsaturated amides reactions with arenes

This reaction was first reported by Arens et at. in 1947. It is the synthesis of a,p-unsaturated aidehyde from the reaction of ethoxyethynemagnesium bromide and ketone or aidehyde and is known as the Arens and van Dorp reaction. Because the preparation of ethoxyacetyiene is tedious, this reaction has been modified to generate lithium ethoxy-acetylene by treatment of /3-chlorovinyl ether with lithium amide, which then reacts with a ketone or aldehyde to form a,/3-unsaturated aldehyde. This new protocol is referred to as the Isler modification. [Pg.100]

Overall, this coupling substrate showed the greatest flexibility in the coupling of arene heterocycles with a wide variety of 3-substituted (Ri-substituted) A - Pr-substituted a,P-unsaturated 2-acylimidazoles. The resulting acyl imidazolides could be converted in straightforward fashion to either aldehyde, ketone, acid, ester, or amide moieties using a one-pot two- or three-reaction sequence (not shown in scheme). ... [Pg.661]

See other pages where Unsaturated amides reactions with arenes is mentioned: [Pg.187]    [Pg.144]    [Pg.502]    [Pg.578]    [Pg.89]    [Pg.89]    [Pg.227]    [Pg.156]    [Pg.82]    [Pg.140]    [Pg.156]    [Pg.199]    [Pg.493]    [Pg.156]    [Pg.656]    [Pg.658]    [Pg.2616]    [Pg.182]    [Pg.26]   
See also in sourсe #XX -- [ Pg.197 ]



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Amidating reaction

Amidation reactions

Amide Reaction

Arene reaction

Arenes amidation

Arenes reaction

Arenes reaction with

Reaction with amides

Reaction with unsaturated

Reactions unsaturated

Unsaturated amides

With arenes

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