Vinylation

vinylation

[‚vīn·əl′ā·shən]
(chemistry)
Formation of a vinyl-derived product by reaction with acetylene; for example, vinylation of alcohols gives vinyl ethers, such as vinyl ethyl ether.

Vinylation

 

the introduction of the vinyl group —CH=CH2, which is performed in one step. The most important vinylating agents are acetylene, CH≡CH; vinyl halides, CH2=CHX (X is a halogen); and vinyl magnesium bromide (Norman’s reagent), CH2=CHMgBr. Vinylation with acetylene forms the basis of a number of manufacturing processes: vinyl ethers are obtained from alcohols and esters—for example, vinyl acetate—are produced from carboxylic acids. Vinylation of hydrocyanic acid yields acrylonitrile; of hydrogen chloride, vinyl chloride; and of acetylene itself, vinyl acetylene.

References in periodicals archive ?
154 HECK RF,ORG REACT,vol 0027,page 0345,1982,cites= 64,PALLADIUM-CATALYZED VINYLATION OF ORGANIC HALIDES
One-Pot ZACA--Pd-Catalyzed Vinylation Tandem Process for One-Step Iterative Homologation by a Propylene Unit.
The one-pot ZACA--Pd-catalyzed vinylation tandem process developed above has been used to the synthesis of [alpha],[omega]-diheterofunctional deoxypolypropionates and related compounds containing two or more asymmetric carbon atoms, (86,87) e.g., all-(R)-2,4,6,8-tetramethyldecanoic acid, a preen gland wax of graylag goose, Anser anser (Scheme 8).
(88) ZACA--Pd-catalyzed vinylation was used to prepare smaller deoxypropionate fragments, and then two key sequential Cu-catalyzed stereo-controlled [sp.sup.3]-[sp.sup.3] cross-coupling reactions (89) allowed convergent assembly of smaller building blocks to build-up long polydeoxypropionate chains with excellent stereoselectivity.