18598-95-3Relevant articles and documents
Efficient palladium-catalyzed cross-coupling of highly acidic substrates, nitroacetates
Metz, Alison E.,Berritt, Simon,Dreher, Spencer D.,Kozlowski, Marisa C.
supporting information; experimental part, p. 760 - 763 (2012/03/26)
Palladium-catalyzed cross-coupling conditions were developed that efficiently afford 2-aryl-2-nitroacetates from aryl bromides and the very acidic nitroacetates.
Ethynyl-1,2-benziodoxol-3(1H)-one (EBX): An exceptional reagent for the ethynylation of keto, cyano, and nitro esters
Gonzalez, Davinia Fernandez,Brand, Jonathan P.,Waser, Jerome
supporting information; experimental part, p. 9457 - 9461 (2010/10/03)
Hot alkyne! The in situ generation of ethynyl-1,2-benziodoxol-3(1H)-one (EBX) from a silyl-protected reagent by using TBAF is reported. EBX displayed exceptional acetylene transfer ability onto stabilized enolates (see scheme), even at -78 □°C. The mild reaction conditions allowed the first ethynylation reactions of linear keto, cyano, and nitro esters in high yields to give all-carbon quaternary centers or non-natural amino acids after selective reduction of the nitro group.