408511-61-5Relevant 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.
, 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.
Copper-Catalyzed Decarboxylative Atom Transfer Radical Addition of Iododifluoroacetate to Alkynyl Carboxylic Acids
Li, Gang,Cao, Yi-Xuan,Luo, Chen-Guang,Su, Yi-Ming,Li, Yan,Lan, Quan,Wang, Xi-Sheng
supporting information, p. 4806 - 4809 (2016/10/14)
The first example of copper-catalyzed decarboxylative atom transfer radical addition of alkynyl carboxylic acids has been developed with a readily available fluoroalkyl halide. This novel protocol has demonstrated a unique difunctionalization of nonterminal alkynes with a broad substrate scope and excellent functional-group tolerance. Mechanistic investigations revealed that the catalytic cycle was initiated by the attack of a difluoroalkyl radical to an in situ generated alkynylcopper species.
