65296-08-4Relevant academic research and scientific papers
Acid-mediated electrocyclic domino transformations of 5,5-disubstituted 1-amino-1-azapenta-1,4-dien-3-ones into dihydrospiroindenepyrazole and dihydroindenodiazepine derivatives
Ghavtadze, Nugzar,Froehlich, Roland,Wuerthwein, Ernst-Ulrich
supporting information; experimental part, p. 4584 - 4591 (2009/09/26)
(Chemical Equation Presented) Trifluoromethyl-substituted 1-amino-1-azapenta-1,4-dien-3-ones 4, which are accessible in good yield from pyruvates 1 in a three-step procedure, undergo a cascade reaction involving inter alia two electrocyclizations upon tre
Cyclization reactions of 1-amino-5-trifluoromethyl-5-thienyl-1-azapenta-1, 4-dien-3-ones under superelectrophilic conditions: Synthesis of novel benzothiophenols, cyclopentenols and dihydrodiazepinols
Ghavtadze, Nugzar,Froehlich, Roland,Wuerthwein, Ernst-Ulrich
experimental part, p. 1228 - 1240 (2009/07/25)
Trifluoromethyl-substituted 1-amino-5-thienyl-1-aza-1,4-dien-3-ones 5, which are accessible in good yields from keto esters 1 in a three-step procedure, undergo three different types of cyclization reactions upon treatment with a large excess of trifluoro
Oxidation of hydrazones by hypervalent organoiodine reagents: Regeneration of the carbonyl group and facile syntheses of α-acetoxy and α-alkoxy azo compounds
Barton, Derek H. R.,Jaszberenyi, Joseph Cs.,Liu, Wansheng,Shinada, Tetsuro
, p. 14673 - 14688 (2007/10/03)
Various hydrazone derivatives of α-keto esters were prepared. The carbonyl group was readily regenerated in high yield from phenylhydrazones through oxidative hydrolysis using hypervalent organoiodine(III) reagents either bis(trifluoroacetoxy)-iodobenzene (BTIB) in aqueous acetonitrile or hydroxy(tosyloxy)iodobenzene (HTIB) in chloroform. α-Acotxy phenyl- or methylazo compounds were readily synthesized by oxidation of the corresponding hydrazones with iodobenzene diacetate (IBDA) in dichloromethane or acetic acid. α-Methoxy phenyl- or methylazo compounds were also prepared by oxidation of the hydrazones in methanol. The mechanisms of the oxidation reactions are discussed.
