673456-32-1Relevant articles and documents
Semireduction of alkynoic acids via a transition metal-free α borylation-protodeborylation sequence
Verma, Astha,Grams, R. Justin,Rastatter, Brett P.,Santos, Webster L.
supporting information, p. 2113 - 2117 (2019/02/25)
A method for the semi-reduction of alkynoic acids through an α-borylation and subsequent protodeborylation mechanism has been developed. The transition metal-free protocol is achieved through the activation of bis(pinacolato)diboron by an in situ generated carboxylate moiety yielding aryl acrylic acids. Our studies demonstrate an unprecedented dual role for the carboxylate anion that involves the activation of the diboron reagent and a directing effect in the α-borylation.
A protocol for accessing the β-azidation of α,β-unsaturated carboxylic acids
Angelini, Tommaso,Bonollo, Simona,Lanari, Daniela,Pizzo, Ferdinando,Vaccaro, Luigi
supporting information, p. 4610 - 4613 (2012/10/30)
This contribution reports the preparation and use of a new immobilized catalyst, PS-DABCOF (9), which has been specifically designed to access for the first time the efficient β-azidation of α,β-unsaturated carboxylic acids.
The photomediated reaction of alkynes with cycloalkanes
Doohan, Roisin A.,Hannan, John J.,Geraghty, Niall W.A.
, p. 942 - 952 (2007/10/03)
In the presence of a photomediator such as benzophenone, alkynes with electron-withdrawing groups react with cycloalkanes to give vinyl cycloalkanes. The reaction involves the regiospecific addition of a photochemically generated cycloalkyl radical to the β-carbon of the alkyne. The stereochemical outcome of the reaction depends on the nature of the photomediator and alkyne used. The Royal Society of Chemistry 2006.
