Abstract
Silica gel was found to mediate decarboxylation of tetracarbonyl compounds with a free carboxylic group prepared from β-dicarbonyl compounds and malonyl peroxides. Under solvent-free heterogeneous conditions silica gel effectively acts as a mediator of C–O coupling with further decarboxylation at 120°C.
References
1.
10.1016/j.mencom.2019.01.017_bib0005
Pagliaro
Silica-Based Materials for Advanced Chemical Applications,
2009
2.
Banerjee A.K., Laya M.S., Vera W.J.
Russian Chemical Reviews,
2001
3.
Ferré M., Pleixats R., Wong Chi Man M., Cattoën X.
Green Chemistry,
2016
4.
Yuan C., Axelrod A., Varela M., Danysh L., Siegel D.
Tetrahedron Letters,
2011
5.
Yuan C., Liang Y., Hernandez T., Berriochoa A., Houk K.N., Siegel D.
Nature,
2013
6.
Griffith J.C., Jones K.M., Picon S., Rawling M.J., Kariuki B.M., Campbell M., Tomkinson N.C.
Journal of the American Chemical Society,
2010
7.
Alamillo-Ferrer C., Davidson S.C., Rawling M.J., Theodoulou N.H., Campbell M., Humphreys P.G., Kennedy A.R., Tomkinson N.C.
Organic Letters,
2015
8.
Terent’ev A., Vil’ V., Nikishin G., Adam W.
Synlett,
2015
9.
Terent'ev A.O., Vil' V.A., Gorlov E.S., Rusina O.N., Korlyukov A.A., Nikishin G.I., Adam W.
ChemistrySelect,
2017
10.
Alamillo-Ferrer C., Karabourniotis-Sotti M., Kennedy A.R., Campbell M., Tomkinson N.C.
Organic Letters,
2016
11.
Bityukov O.V., Vil’ V.A., Merkulova V.M., Nikishin G.I., Terent’ev A.O.
Pure and Applied Chemistry,
2017
12.
Terent’ev A.O., Vil’ V.A., Mulina O.M., Pivnitsky K.K., Nikishin G.I.
Mendeleev Communications,
2014
13.
Lapitskaya M.A., Vil’ V.A., Vasil’eva L.L., Daeva E.D., Terent’ev A.O., Pivnitsky K.K.
Mendeleev Communications,
2017
14.
Lapitskaya M.A., Vil’ V.A., Daeva E.D., Terent’ev A.O., Pivnitsky K.K.
Mendeleev Communications,
2018
15.
Ciriminna R., Fidalgo A., Pandarus V., Béland F., Ilharco L.M., Pagliaro M.
Chemical Reviews,
2013
16.
Ciriminna R., Sciortino M., Alonzo G., Schrijver A.D., Pagliaro M.
Chemical Reviews,
2010
17.
10.1016/j.mencom.2019.01.017_bib0085
Van Nostrand's Scientific Encyclopedia,
2006
18.
Ahmar M., Bolch R., Bortolussi M.
Synthetic Communications,
1991
19.
Watanabe T., Ishikawa T.
Tetrahedron Letters,
1999
20.
Wada R., Kumon T., Kourist R., Ohta H., Uemura D., Yoshida S., Miyamoto K.
Tetrahedron Letters,
2013
21.
Tellitu I., Beitia I., Díaz M., Alonso A., Moreno I., Domínguez E.
Tetrahedron,
2015