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Propargylic Substitution Reactions with Carbon-Centered Nucleophiles

Propargylic Substitution Reactions with Carbon-Centered Nucleophiles [Pg.223]

Scheme 7.9 Propargylic substitution reaction with acetone as a carbon-centered nucleophile. Scheme 7.9 Propargylic substitution reaction with acetone as a carbon-centered nucleophile.
Thiolate-bridged diruthenium complexes such as Cp RuCl(p2-SR)2RuCp Cl catalyze the propargylic substitution reaction of propargylic alcohol derivatives with various carbon-centered nucleophiles [118-120]. Ketones [119] (Eq. 88), aromatic compounds [120] (Eq. 89), or alkenes thus selectively afford the corresponding propargylated products with C-C bond formation. An allenylidene intermediate is proposed in these reactions. They are detailed in the chapter Ruthenium Vinylidenes and Allenylidenes in Catalysis of this volume. [Pg.36]

The propargylic cations [Co2(/i,i/2,Tj3-RC2CR2)(CO)6]+ react as electrophiles with a variety of heteroatom- and carbon-centered nucleophiles to provide, following demetalation, propargylated products with complete regioselectivity. Complexation of the triple bond circumvents isomerization to allenic products. Reaction with asymmetrical ketones results in attack by the cation exclusively (>95%) at the more substituted a-carbon.72,74 (See Scheme 11.)... [Pg.98]

See other pages where Propargylic Substitution Reactions with Carbon-Centered Nucleophiles is mentioned: [Pg.138]    [Pg.138]    [Pg.199]    [Pg.223]    [Pg.135]    [Pg.199]    [Pg.96]    [Pg.218]    [Pg.219]    [Pg.123]    [Pg.118]    [Pg.2049]    [Pg.479]    [Pg.672]    [Pg.196]    [Pg.57]    [Pg.657]   


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Carbon centers

Carbon nucleophile

Carbon nucleophiles

Carbon nucleophiles, substitution

Carbon reaction with nucleophile

Carbon with nucleophiles

Carbon-centered

Carbon-centered nucleophiles

Carbonate reactions with

Nucleophile center

Nucleophiles substitution reactions

Nucleophilic center

Nucleophilic substitution carbon

Nucleophilic substitution reactions nucleophiles

Propargyl carbonates

Propargyl carbonates nucleophiles

Propargyl substitution

Propargylation reactions

Propargylic substitution

Propargylic substitution reactions

Reaction center

Reaction with carbon

Reaction with nucleophiles

Substituted reaction with

Substitution reactions nucleophile

Substitution reactions nucleophilic

With nucleophilic substitution

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