1234580-77-8Relevant academic research and scientific papers
Pd-catalyzed three-component coupling of N-Tosylhydrazone, terminal alkyne, and Aryl halide
Zhou, Lei,Ye, Fei,Zhang, Yan,Wang, Jianbo
experimental part, p. 13590 - 13591 (2010/12/29)
A Pd-catalyzed three-component reaction of N-tosylhydrazone, terminal alkyne, and aryl halide follows a mechanism involving a sequence of Pd carbene migratory insertion-transmetalation-reductive elimination, leading to the formation of one sp2-sp3 C-C bond and one sp-sp 3 C-C bond.
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.
