81144-99-2Relevant academic research and scientific papers
Metal-free syntheses of oxazoles and their analogues based on λ3-iodane-mediated cycloisomerization/functionalization reactions or [2+2+1] cycloaddition type reactions
Saito, Akio
, p. 84 - 98 (2017/04/17)
As a metal-free construction of oxazoles and furans concomitant with the introduction of oxygen functional groups or fluorine atoms into the side chains, we have developed λ3-iodane-mediated cycloisomerization/functionalization reactions of propargyl compounds. In these reactions, aryl- λ3-iodane ArI(X)Y works not only as a donor of heteroatomic functional groups but also as an activator of carbon-carbon triple bonds. Therefore, this methodology is not required any transition metal catalysts, which are frequently used in previous methods. Furthermore, this methodology can be extended to λ3-iodane-mediated [2+2+1] cycloaddition type reactions of alkynes, nitriles and heteroatoms for metal-free formation of oxazoles and imidazoles.
PIFA-mediated oxidative cycloisomerization of 2-propargyl-1,3-dicarbonyl compounds: Divergent synthesis of furfuryl alcohols and furfurals
Saito, Akio,Anzai, Toshiyuki,Matsumoto, Asami,Hanzawa, Yuji
experimental part, p. 4658 - 4661 (2011/09/30)
PhI(OCOCF3)2 (PIFA) in the presence of trifluoroacetic acid (TFA) in CH2Cl2 efficiently promotes the oxidative cycloisomerization of 2-propargyl 1,3-dicarbonyl compounds to give 4,5-disubstituted furfuryl alcoho
