19358-05-5Relevant articles and documents
Synthesis and Properties of Polyfunctional Cyclic β-Alkoxy-α,β-Unsaturated Ketones Based on 4-Methylene-1,3-dioxolanes
Gerus, Igor I.,Balabon, Olga A.,Pazenok, Sergiy V.,Lui, Norbert,Kondratov, Ivan S.,Tarasenko, Karen V.,Shaitanova, Elena N.,Ivasyshyn, Viktor E.,Kukhar, Valery P.
, p. 3853 - 3861 (2018/07/31)
New CCl3- and CF3-substituted enones, bearing additional hidden hydroxymethyl functions, were prepared by acylation of 4-methylene 1,3-dioxolanes. The synthesized enones are interesting building blocks for agrochemical and medicinal chemistry research. The reactivity of synthesized enones with various amines was studied, and enaminones 13 and 14 were obtained under NH3 interaction; the reaction with aliphatic primary amines afforded enaminones 17 in high yields as equilibrium mixtures of E and Z isomers. The reaction of fluorinated enone 9c with anilines afforded a mixture of products, including non-aromatic heterocyclic compounds 25 and 26 bearing the CF3 group as well as furan 27 with CF3 and amino functions at positions 5 and 3, respectively. The hydrolysis of enone 9c afforded cyclic compound 11.
Design, Synthesis, and Biological Screening of Novel Anthranilic Diamides
Hua, Xuewen,Mao, Wutao,Fan, Zhijin,Ji, Xiaotian,Li, Fengyun,Zong, Guangning,Song, Haibin,Tatiana, Kalinina,Morzherin, Yury Yu.,Belskaya, Nataliya P.,Bakulev, Vasiliy A.
, p. 865 - 875 (2016/05/19)
Three series of new anthranilic diamide derivatives containing sulfide, N-cyanomethylsulfilimine, and N-cyanomethylsulfoximine groups were designed and synthesized by combining the active substructures of anthranilic diamides and sulfoxaflor. The structures of all newly synthesized compounds were confirmed by IR and 1H/13C-NMR, and some of them were confirmed by elemental analysis or HRMS too. The synthesized compounds were screened for their insecticidal and fungicidal activities. Bioasssay results indicated that some of the synthesized compounds possessed certain degrees of insecticidal activity against Mythimna separata. However, some compounds exhibited good fungicidal activity against Sclerotinia sclerotiorum.
Containing sulfide, N-cyano-sulfur (sulfone) imine structure substituted pyrazole carboxamides double-amide derivatives and process for their preparation and use
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Paragraph 0072; 0076-0078, (2016/10/09)
The invention provides a double amide derivative containing a sulfur ether and N-sulfur cyano (sulphone) imine structure and replacing pyrazolecarboxamide and a preparing method and purpose thereof, and relates to double amide derivatives containing the pyrazolecarboxamide. The double amide derivative containing the pyrazolecarboxamide has a chemical structure general formula as shown in the map I. The structure general formula and the synthetic method of the double amide derivative and the purpose for being used as insecticides, antiseptics, a plant virus resistance agent and a plant activator are disclosed. The double amide derivative containing the sulfur ether and N-sulfur cayano (sulphone) imine structure and replacing the pyrazolecarboxamide can be mixed with auxiliaries or synergists which are acceptable in agriculture to form a processing technology to be used for preparing the insecticides, the antiseptics, the plant virus resistance agent and the plant activator. The invention further discloses the purpose and preparing method of the double amide derivative containing the sulfur ether and N-sulfur cyano (sulphone) imine structure and replacing the pyrazolecarboxamide combining with commodity insecticides, commodity antiseptics, commodity plant virus resistance agents and commodity plant activators to be used for preventing and curing plant diseases, insect pests, virus diseases in agriculture, forestry and horticulture.
METHOD FOR PRODUCING METHYLENE-1,3-DIOXOLANES
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Paragraph 0051; 0052; 0053; 0054, (2015/01/07)
The present invention relates to a novel method for preparing methylene-1,3-dioxolanes of the general formula (1) in which R1 and R2 have the meanings stated in the description. Methylene-1,3-dioxolanes are important intermediates for preparing pyrazoles and anthranilic acid amides, which may be used as insecticides.
Synthesis and heck reactions of ethenyl- and (Z)-butadien-1-yl nonaflate obtained by the fragmentation of furan derivatives
Lyapkalo, Ilya M.,Webel, Matthias,Reissig, Hans-Ulrich
, p. 4189 - 4194 (2007/10/03)
The nonaflation of lithium enolates or of silyl enol ethers, formally derived from acetaldehyde or crotonaldehyde, with nonafluorobutanesulfonyl fluoride gave ethenyl nonaflate (1b) and (Z)-buta-1,3-dien-1-yl nonaflate (2) in good yields. The required enolates were obtained by aldehyde-free routes by the lithiation of tetrahydrofuran or 2,5-dihydrofuran followed by the cyclofragmentation of the metallated heterocycles. The application of this approach to the synthesis of allenyl nonaflate 3 failed, presumably due to the intrinsic instability of this allene derivative. The nonaflates 1b and 2 were also prepared by the fluoride-catalysed reaction of the corresponding silyl enol ethers 5 and 7 with nonafluorobutanesulfonyl fluoride; however, the overall yields are slightly lower for these two-step pathways. The cyclofragmentation of lithiated 2,2-dimethyl-4-methylene-[1,3]dioxolane allowed the easy preparation of trimethylsiloxyallene (10) in moderate yield. The nonaflates 1b and 2 reacted smoothly with monosubstituted alkenes in the presence of a catalytic amount of palladium(II) acetate to give the anticipated Heck coupling products in good to moderate yields and with high stereoselectivities.
TETRAFLUOROBORIC ACID - A NEW CATALYST FOR THE SYNTHESIS OF 1,3-DIOXOLANES. PREPARATION OF HYDROXYACETONE
Gevorkyan, A. A.,Kazaryan, P. I.,Avakyan, O. V.,Vardanyan, R. A.
, p. 27 - 30 (2007/10/02)
It is established that tetrafluoroboric acid (HBF4) is an effective catalyst for halogen substitution reactions of oxiranes (epichlorohydrin and 1-bromo-3-methyl-2,3-epoxybutane) with aldehydes and ketones, forming 1,3-dioxolanes in high yield.
RADICAL THIYLATION OF SOME UNSATURATED 1,3-DIOXOLANES
Etlis, V. S.,Shomina, F. N.,Tsareva, L. A.,Semenova, E. A.,Degtyareva, L. M.
, p. 1978 - 1982 (2007/10/02)
The radical addition of thiols to unsaturated 1,3-dioxolanes leads to the formation of the products from addition against the Markovnikov rule.Identical thioethers are produced as a result of nucleophilic substitution of the corresponding chloromethyl derivatives of 1,3-dioxolanes by sodium butanethiolate or phenylmethanethiolate.
