Abstract:
The carbonylation of C6–C10n-alkanes with CO in the presence of CBr4·2AlBr3 at –40 °C and 1 atm CO leads to the products of non-destructive carbonylation, i.e., the esters of tertiary carboxylic acids, R1C(Me)2COOR and R2(Et)C(Me)COOR, after the workup of reaction mixtures with ROH.
Document Type:
Article
Language: English
Citation:
I. S. Akhrem, L. V. Afanas'eva, S. V. Vitt, P. V. Petrovskii, “First examples of the selective carbonylation of C6–C10 linear alkanes to tertiary carbonyl-containing compounds”, Mendeleev Commun., 12:5 (2002), 180–182
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https://www.mathnet.ru/eng/mendc4152
https://www.mathnet.ru/eng/mendc/v12/i5/p180
This publication is cited in the following 8 articles:
Ana M. Faisca Phillips, Armando J. L. Pombeiro, Alkane Functionalization, 2019, 371
I. S. Akhrem, D. V. Avetisyan, L. V. Afanas'eva, A. A. Tyutyunov, O. I. Artyushin, N. D. Kagramanov, “Regioselective functionalization of gem-bis(trifluoromethylated) alkanols”, Mendeleev Commun., 28:6 (2018), 651–652
Irena S. Akhrem, “Recent achievements in intermolecular sp3 C–H bond functionalization of organic compounds by superelectrophilic trihalomethyl metal complex”, Journal of Organometallic Chemistry, 793 (2015), 54
I. S. Akhrem, L. V. Afanas'eva, I. M. Churilova, O. I. Artyushin, N. D. Kagramanov, “Chemo- and regioselective remote functionalization of nonanamides via sp3 C–H bond cleavage under superelectrophilic conditions”, Mendeleev Commun., 25:2 (2015), 124–125
Irena S. Akhrem, Dzhul'etta V. Avetisyan, Irina M. Churilova, Lyudmila V. Afanas'eva, Oleg I. Artyushin, Nikolai D. Kagramanov, “Intermolecular sp3 C–H bond functionalization of alkyl alkanoates as a new method for the one-pot synthesis of functional neo alkyl alkanoates with remote functional groups”, Tetrahedron Letters, 54:45 (2013), 6037
I. S. Akhrem, D. V. Avetisyan, L. V. Afanas'eva, A. V. Orlinkov, N. D. Kagramanov, P. V. Petrovskii, “Superelectrophilic sp3 C–H carbonylation of n-octyl acetate as a way to new bifunctional neo-octanes”, Mendeleev Commun., 21:6 (2011), 323–325
Alexander V. Orlinkov, Nikolai D. Kagramanov, Pavel V. Petrovskii, Irena S. Akhrem, “The first 'alkane-like' functionalization of n-alkyl acetates: a new method for one-pot selective syntheses of bifunctional aliphatic compounds with an acetate group”, Tetrahedron Letters, 51:2 (2010), 259
Irena Akhrem, Alexander Orlinkov, “Polyhalomethanes Combined with Lewis Acids in Alkane Chemistry”, Chem. Rev., 107:5 (2007), 2037
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