1234580-83-6Relevant articles and documents
Decarboxylative benzylations of alkynes and ketones
Torregrosa, Robert R. P.,Ariyarathna, Yamuna,Chattopadhyay, Kalicharan,Tunge, Jon A.
, p. 9280 - 9282 (2010)
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.