Synthesis of some medium- and large-ring cycloalk-2-ene-1,4-diones by intramolecular coupling of αω-bis-diazoketones
作者:Sunanta Kulkowit、M. Anthony McKervey
DOI:10.1039/c39780001069
日期:——
In the presence of Cu(acac)2(Hacac = acetylacetone) someαω-bis-diazoketones couple intramolecularly with loss of nitrogen giving cycloalk-2-ene-1,4-diones; the enediones can be converted into fused ring cyclopentenones by successive treatment with sodium dithionite and sodium hydroxide.
A New General Route to Thiophenophanes: Synthesis and Properties of [<i>n</i>](2,5)Thiophenophane-1,<i>n</i>-diones
作者:Yuji Miyahara
DOI:10.1021/jo060889n
日期:2006.8.1
A series of [ n]( 2,5) thiophenophane-1, n-diones ( 5) ( n = 9, 10, 12, 14, 16, and 20) were synthesized in a simple four-step route starting from the appropriate 1,omega-oligomethylenedicarboxylic acids. The bis-( halomethylketones) ( 6), which were obtained by successive treatment of the diacids with SOCl2, diazomethane, and HBr or HCl, were cyclized by Na2S under high dilution conditions. The obtained monomeric cyclic diketosulfides ( 4) were condensed with glyoxal in MeOH by slowly adding dilute NaOMe affording 5. The thiophene-2,5-dicarbonyl moiety of 5 ( n = 9) is significantly deformed as shown by X-ray crystallography, and the effect of the strain is reflected in the C=O stretching frequencies and the pi-pi* and the n-pi* absorptions.
Canonica; Bacchetti, Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti, 1951, vol. <8>10, p. 479,484
作者:Canonica、Bacchetti
DOI:——
日期:——
Regiospecific synthesis of α-(phenylthio)ketones via rhodium(II) acetate catalysed addition of thiophenol to α-diazoketones
作者:M. Anthony McKervey、Piniti Ratananukul
DOI:10.1016/s0040-4039(00)87382-7
日期:1982.1
Schubert,H. et al., Journal fur praktische Chemie (Leipzig 1954), 1964, vol. 24, p. 132 - 142