Ferrocenecarboxylic acid, cas is 1271-42-7, it is a common heterocyclic compound, the iron-catalyst compound, its synthesis route is as follows.,1271-42-7
Compound 15 was reacted with tert-butoxide, t-BuLi and 002 yielding compound 3a. The synthesis of ferrocenecarboxylic acid 3a (step a) was adapted from a procedure from Witte et al. (Organometallics 1999, 18, 4147). Compound 3a was reacted with oxalyl chloride under reflux yielding compound 3b. The synthesis of chlorocarbonyl ferrocene 3b (step b) was adapted from a procedure of Cormode et al. (Dalton Trans.201 0, 39, 6532). Optionally anadapted procedure of Lorkowski et. al. (VIII. Preparation of monomeric and polymeric ferrocenylene oxadiazoles, J. Prakt. Chem. 1967, 35, 149-58) may be applied. Chlorocarbonyl ferrocene 3b and 2-amino-2-hydroxymethylproprionitrile 6 were dissolved in dry THF and Triethylamine was added (step c). After evaporation of the solvent and purification by column chromatography N-(2-cyano-1-hydroxypropan-2-yl)ferroceneamide 7a was isolated in 29% yield according to an adapted procedure of Gasser et al. (J. Organomet.Chem. 2010, 695, 249-255). Compound 7a was reacted with one equivalent of 5a in thepresence of K2003 and 18-crown-6 in dry CH3CN according to an adapted procedure ofGasser et al. (J. Organomet. Chem. 2007, 692, 3835-3840) and Gasser et al. (J. Med.Chem. 2012, 55, 8790-8798), yielding compound 1 in a yield of 43%.
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Reference£º
Patent; UNIVERSITAeT ZUeRICH; THE UNIVERSITY OF MELBOURNE; GASSER, Gilles; GASSER, Robin B.; HESS, Jeannine; JABBAR, Abdul; PATRA, Malay; WO2015/44396; (2015); A1;,
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