1234580-64-3Relevant academic research and scientific papers
Palladium-Catalyzed Decarboxylative Benzylation of Acetylides and Enolates
Torregrosa, Robert R. P.,Mendis, Shehani N.,Davies, Alex,Tunge, Jon A.
, p. 3205 - 3216 (2018/08/17)
Benzylic alkylation of enolates and acetylides has been achieved through the use of a decarboxylative benzylation strategy. Previous research in this area is often limited by the need for extended conjugation in the electrophiles that are coupled. Herein, we report that the use of 1,1'-bis(diphenylphosphino)ferrocene (dppf) ligand allows the coupling of simple benzyl electrophiles with enolates, while the use of XPhos ligand promotes the decarboxylative couplings of propiolates.
Decarboxylative benzylations of alkynes and ketones
Torregrosa, Robert R. P.,Ariyarathna, Yamuna,Chattopadhyay, Kalicharan,Tunge, Jon A.
supporting information; experimental part, p. 9280 - 9282 (2010/10/20)
Benzyl esters of propiolic and β-keto acids undergo catalytic decarboxylative coupling when treated with appropriate palladium catalysts. Such decarboxylative couplings allow the benzylation of alkynes without the use of strong bases and/or organometallics. This allows the synthesis of sensitive benzylic alkynes that are prone to undergo isomerizations under basic conditions. Additionally, decarboxylation facilitates the site-specific benzylation of diketones and ketoesters under mild, base-free conditions. Ultimately, the methodology described expands our ability to cross-couple medicinally relevant heterocycles.
