Intramolecular and intermolecular oxidative coupling reactions by a new iron complex [Fe(DMF)3Cl2][FeCl4]

Molecular rearrangements in the construction of complex molecules

“…The synthesis begins by condensing indole malonate 63 and 2-bromo-3-piperidone 64 in DMF to form indole derivative 65 . Tetracyclic ketone 66 is then generated in one step by sequential reaction of intermediate 65 with 3.2 equiv of LDA and 3.5 equiv of the iron complex [Fe(DMF) 3 Cl 2 ][FeCl 4 ] 77. Although the oxidative coupling of enolates and oxidative cyclization of two enolates was first described in 1977,78 this reaction has been underutilized in complex molecule construction 79.…”

Iron(iii) chloride in oxidative C–C coupling reactions

“…19 Tobinaga and Kotani performed intermolecular oxidative phenol ether couplings with a well-defined iron complex prepared from FeCl 3 and DMF. 20 Thus, in a water-diethyl ether mixture a 10-fold excess of [Fe(DMF) 3 Cl 2 ][FeCl 4 ] dimerised p-cresol (6) to give Pummerer's ketone 7 in 28% yield (Scheme 2). In intramolecular couplings higher yields have been observed (see below).…”

Elektronentransferreaktionen nichtalternierender chinoider und hydrochinoider Verbindungen Verhalten von 5,12‐Dimethoxynaphth[2,3‐a]azulen bei der Oxidation1)

“…nicht belegbar. 2 s und Trichlorcyclopropenylium-tetrachloroaluminat (9) liefern das Triazulenylcyclopropenylium-Salz 12. ojar die Struktureigenschaften der Azulene und der Azulenium-Verbindungen und iiber weitere elektrochemische Eigenschaften wird berichtet.…”

“…C 83.60 H 5.26 Gef. C 83.16 H 5.28 1350, 1300, 1290, 1068 1',4,4'- Tetramethoxy-2,2',3,3'-tetramethyl-f 0,lO-bibenz[a] (s, 6H, CH3), 2.85 (s, 6H,1,, 4.03 (s, 6H,4,6H,6,7,8,7.40(dm,J = 11 Hz,2H,9,2H, S,5'-Dimethoxy-ll,ll'-binaphth/2,3-a] ', 1595, 1570, 1515, 870, 740. - Chem.…”

“…164 bis 166°C. -IR (KBr): 3010 cm- ', 2930,1610,1590,1575,1340,1295, ',2',7'-H), 6.37 (m, 2H, 3',6-H), 6.51 (m, l H , 9-H), 6.78 (m, 4H, 7,8,4',5'-H) Umsetzung von 2a rnit Trichlorcyclopropenylium-tetrachloroalurninat (9): Zu einer Suspension aus 412 mg (3.09 mmol) Aluminiumchlorid und 15.0 ml Dichlormethan tropft man unter Wasser-ausschluJ3 und Stickstoff eine Losung von 500 mg (2.81 mmol) Tetrachlorcyclopropen in 3.00 ml Dichlormethan*). Die Mischung wird 15 min bei Raumtemp.…”