839-39-4Relevant academic research and scientific papers
A convenient synthesis of cyclopropanes from olefin and carbon acid compounds. Synthesis of tetraethyl cyclopropanediyldiphosphonates
Villemin,Thibault-Starzyk,Hachemi
, p. 1425 - 1431 (2007/10/02)
Cyclopropanes were obtained from electron deficient olefins and acid carbon compounds by oxidation by iodine in the presence of KF on alumina. The reaction allows the synthesis of cyclopropanediyldiphosphonates.
Tellurium-Assisted Cycloprpanation and Alkylidenation of α,β-Unsaturated Carbonyl Compounds with Dibromomalonic Esters
Matsuki, Toshiaki,Hu, Nan Xing,Otsubo, Tetsuo,Ogura, Fumio
, p. 2105 - 2107 (2007/10/02)
Dibutyl telluride assists cyclopropanation of α,β-unsaturated ketone, ester, and nitrile with dibromomalonic esters without solvent at room temperature.In addition, it effects alkylidenation of aldehydes including α,β-unsaturated aldehyde with the same reagent.
ALKYLATION OF CH ACIDS IN THE PRESENCE OF POTASSIUM CARBONATE. I. ALKYLATION OF CH ACIDS BY ETHYL α-BROMOACRYLATE AND ITS DERIVATIVES
Vardapetyan, A. A.,Khachatryan, D. S.,Panosyan, G. A.,Morlyan, N. M.
, p. 2030 - 2034 (2007/10/02)
In the reaction of malonic and acetoacetic esters, acetylacetone, dimedone, and acetophenone with ethyl α-bromoacrylate and its derivatives in the presence of potassium carbonate the ratio of the obtained cyclopropane and dihydrofuran derivatives depends mainly on the pKa values of the initial CH acids.
Copper(II) Halide Catalyzed Cyclopropanation of Olefins Involving Dehydrobromination of Bromomalonic Ester by Amine
Kawabata, Nariyoshi,Yanao, Shinji,Yoshida, Jun-ichi
, p. 2687 - 2688 (2007/10/02)
The reaction of olefins with bromomalonic ester and 1,8-diazabicycloundec-7-ene (DBU) proceeded in the presence of a catalytic amount of copper(II) halide to give 1,1-bis(alkoxycarbonyl)cyclopropane derivatives.DBU was converted into DBU-hydrobromi
A New Synthetic Route to Electrophilic Cyclopropane Derivatives from Olefins
Kawabata, Nariyoshi,Yano, Shinji,Hashimoto, Jiro,Yoshida, Jun-ichi
, p. 2539 - 2540 (2007/10/02)
1,1-Bis(alkoxycarbonyl)-, 1-alkoxycarbonyl-1-cyano-, and 1,1-dicyanocyclopropane derivatives were obtained in 10-99percent yields by the reaction of Br2C(COOR)2, Br2C(CN)(COOR), and KBr4, respectively, with olefins and Cu2Br2 in dimethyl sulfox
REACTION OF α-BROMO-α,β-UNSATURATED ESTERS AND BUTENOLIDES WITH MALONAMIC ESTERS
Takei, Hisashi,Fukuda, Yoshimasa,Sugaya, Kazuhiro,Taguchi, Takeo,Kawara, Tatsuo
, p. 1307 - 1310 (2007/10/02)
α-bromo-α,β-unsaturated esters and α-bromobutenolides reacted with sodium salts of methyl malonamates to afford cyclopropanes, α-methoxycarbonyllactams and 5-amino-4-methoxycarbonyl-2,3-dihydrofurans.The last compounds could be easily converted into α-met
SYNTHESIS OF gem-DIALKOXYCARBONYLCYCLOPROPANE DERIVATIVES FROM OLEFINS BY THE REACTION WITH DIBROMOMALONIC ESTERS AND COPPER IN DIMETHYL SULPHOXIDE
Kawabata, Nariyoshi,Tanimoto, Masami
, p. 3517 - 3522 (2007/10/02)
A novel method for the synthesis of gem-dialkoxycarbonylcyclopropane derivatives is reported which involves the reaction of olefins with dibromomalonic esters and Cu in dimethyl sulphoxide.The reaction was applicable to a wide range of olefins and proceeded smoothly at moderate temperature to give the cyclopropane derivatives often in good yields.Cu was converted to Cu(II) bromide during the reaction.The reaction was weakly electrophilic and proceeded non-stereospecifically, and a stepwise mechanism involving addition and elimination appeared favourable for the reaction.In contrast, in the previously reported examples of the cyclopropanation of olefins by organic gem-dihalides and Cu in an aromatic hydrocarbon, Cu was concerted to Cu(I) halides and a concerted cycloaddition of carbenoid intermediates appeared favourable.
