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A convenient synthesis of cyclopropane malonyl peroxide

,  ,  , 
Kazimir Konstantinovich Pivnitsky 1
Kazimir Konstantinovich Pivnitsky
, 
Gennady Ivanovich Nikishin 1
Gennady Ivanovich Nikishin
10.1016/j.mencom.2014.11.010
Published 2014-10-30
Communication , Volume 24, Issue 6, 345-345
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Terent'ev A. O. et al. A convenient synthesis of cyclopropane malonyl peroxide // Mendeleev Communications. 2014. Vol. 24. No. 6. pp. 345-345.
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Terent'ev A. O., Vil' V. A., Mulina O. M., Pivnitsky K. K., Nikishin G. I. A convenient synthesis of cyclopropane malonyl peroxide // Mendeleev Communications. 2014. Vol. 24. No. 6. pp. 345-345.
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TY - JOUR
DO - 10.1016/j.mencom.2014.11.010
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2014.11.010
TI - A convenient synthesis of cyclopropane malonyl peroxide
T2 - Mendeleev Communications
AU - Terent'ev, Alexander Olegovich
AU - Vil', Vera Andreevna
AU - Mulina, Olga Mikhailovna
AU - Pivnitsky, Kazimir Konstantinovich
AU - Nikishin, Gennady Ivanovich
PY - 2014
DA - 2014/10/30
PB - Mendeleev Communications
SP - 345-345
IS - 6
VL - 24
ER -
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@article{2014_Terent'ev,
author = {Alexander Olegovich Terent'ev and Vera Andreevna Vil' and Olga Mikhailovna Mulina and Kazimir Konstantinovich Pivnitsky and Gennady Ivanovich Nikishin},
title = {A convenient synthesis of cyclopropane malonyl peroxide},
journal = {Mendeleev Communications},
year = {2014},
volume = {24},
publisher = {Mendeleev Communications},
month = {Oct},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2014.11.010},
number = {6},
pages = {345--345},
doi = {10.1016/j.mencom.2014.11.010}
}
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Terent'ev, Alexander Olegovich, et al. “A convenient synthesis of cyclopropane malonyl peroxide.” Mendeleev Communications, vol. 24, no. 6, Oct. 2014, pp. 345-345. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2014.11.010.

Abstract

Cyclopropane-1,1-dicarbonyl peroxide was prepared in 85% yield by the reaction of diethyl cyclopropane-1,1-dicarboxylate with the urea hydrogen peroxide clathrate in the presence of methanesulfonic acid.

References

1.
Triphenylphosphine deoxygenation of malonyl peroxides, a novel route to malonyl anhydrides
Adam W., Diehl J.W.
Journal of the Chemical Society Chemical Communications, 1972
2.
Malonic anhydride
Perrin C.L., Arrhenius T.
Journal of the American Chemical Society, 1978
3.
Cyclic Diacyl Peroxides. I. Monomeric Phthaloyl Peroxide1
Greene F.D.
Journal of the American Chemical Society, 1956
5.
Cyclic Diacyl Peroxides. IV.1,2 Phthaloyl Peroxide-carbonyl-O18
Greene F.D.
Journal of the American Chemical Society, 1959
6.
Cyclic Diacyl Peroxides. V.1 Reaction of Phthaloyl Peroxide with Norbornylene
Greene F.D., Rees W.W.
Journal of the American Chemical Society, 1960
7.
Cyclic Diacyl Peroxides. VI.1 Reaction of Phthaloyl Peroxide with Diarylacetylene
Greene F.D., Rees W.W.
Journal of the American Chemical Society, 1960
8.
Alkene Syn Dihydroxylation with Malonoyl Peroxides
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
9.
Metal or No Metal: That Is the Question!
Schwarz M., Reiser O.
Angewandte Chemie - International Edition, 2011
11.
Alkene Dihydroxylation with Malonoyl Peroxides: Catalysis Using Fluorinated Alcohols
Picon S., Rawling M., Campbell M., Tomkinson N.C.
Organic Letters, 2012
12.
Metal-Free Dihydroxylation of Alkenes using Cyclobutane Malonoyl Peroxide
Jones K.M., Tomkinson N.C.
Journal of Organic Chemistry, 2012
13.
Mechanistic insights into the malonoyl peroxide syn-dihydroxylation of alkenes
Rawling M.J., Rowley J.H., Campbell M., Kennedy A.R., Parkinson J.A., Tomkinson N.C.
Chemical Science, 2014
14.
Metal-free syn-dioxygenation of alkenes
Rawling M.J., Tomkinson N.C.
Organic and Biomolecular Chemistry, 2013
15.
Metal-free oxidation of aromatic carbon–hydrogen bonds through a reverse-rebound mechanism
Yuan C., Liang Y., Hernandez T., Berriochoa A., Houk K.N., Siegel D.
Nature, 2013
16.
R. K. Singh and S. Danishefsky, J. Org. Chem., 1975, 40, 2969.
17.
R. K. Singh and S. Danishefsky, Org. Synth. Coll. Vol., 1981, 7, 411.
19.
K. M. Jones, PhD Thesis, Cardiff University, 2010.
21.
W. Adam and L. Szendrey, Tetrahedron Lett., 1972, 26, 2669.
22.
C. Singh, N.C. Srivastav, N. Srivastava and S. K. Puri, Tetrahedron Lett., 2005, 46, 2757.
23.
E. H. White, D.F. Roswell, A.C. Dupont and A. A. Wilson, J. Am. Chem. Soc., 1987, 109, 5189.
24.
P. Dussault and I. Q. Lee, J. Org. Chem., 1992, 57, 1952.
25.
D. L. Yin, P. Bernhardt, K.L. Morley, Y. Jiang, J.D. Cheeseman, V. Purpero, J.D. Schrag and R. J. Kazlauskas, Biochemistry, 2010, 49, 1931.
26.
L. Wiermans, S. Hofzumahaus, C. Schotten, L. Weigand, M. Schallmey, A. Schallmey and P. Domínguez de María, ChemCatChem, 2013, 5, 3719.
27.
A protocol to generate phthaloyl peroxide in flow for the hydroxylation of arenes.
Eliasen A.M., Thedford R.P., Claussen K.R., Yuan C., Siegel D.
Organic Letters, 2014
28.
10.1016/j.mencom.2014.11.010_sbref0040b
Rappoport
The Chemistry of Peroxides, 2007