86147-22-0Relevant academic research and scientific papers
Synthesis of 1,3-dithiolane-containing nitromethene compounds and their biological activity as insecticides
Li, Dongmei,Tian, Zhongzhen,Xu, Zhiping,Wang, Gaolei
, p. 2063 - 2070 (2013)
1,3-Dithiolane-containing nitromethylene derivatives, as candidates for screening as neonicotinoid insecticides, were synthesized by reaction of compound (4) with 1,2-ethanedithiol. Compounds 7a-g were obtained via Mannich reaction of (E)-1-((1,3-dithiolan-2-yl)methyl)-2-(nitromethylene)imidazolidine (6), primary amines and formaldehyde. The synthesized compounds were identified by 1H NMR, IR spectroscopy and elemental analysis. Preliminary bioassays indicated that most of the compounds had moderate insecticidal activity against Aphis craccivora. The relationship between molecular structure and biological activity is discussed.
Stereoselective and Modular Assembly Method for Heterocycle-Fused Daucane Sesquiterpenoids
Christiaens, Mien,Hullaert, Jan,Van Hecke, Kristof,Laplace, Duchan,Winne, Johan M.
supporting information, p. 13783 - 13787 (2018/09/06)
A stereoselective synthetic method is reported for the molecular framework found in common daucane and isodaucane sesquiterpenoid natural products. The synthetic method constitutes a scalable, modular, and also asymmetric access to a complex natural product scaffold, wherein the substitution pattern and the stereochemistry can be adjusted simply by choosing different starting materials. The method allows the rapid introduction of diverse heterocyclic substructures such as (benzo)furans, (benzo)thiophenes, dithiins, thiazoles, and indoles, which actually also facilitate and direct the key intramolecular annulation step.
METHODS FOR PREPARATION OF (4,6-DIHALO-PYRIMIDIN-5-YL)-ACETALDEHYDES
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Paragraph 0026; 0027, (2016/03/12)
This invention relates to the synthesis of chemical compounds and particularly to methods for the preparation of (4,6-dihalo-pyrimidin-5-yl)-acetaldehydes. The methods involve preparing a compound of the following general formula V from a compound of the following general formula IV through hydrolysis under the action of mercury dichloride and calcium carbonate, according to the following equation: wherein X is Cl or Br. The methods offer the benefits of use of highly available materials, high step yields, moderate reaction conditions, simply post-processing and purification, and suitability to industrialized production.
Exploratory Synthetic Studies Involving the Tricyclo2,8>tetradecane Ring System Peculiar to the Cyathins
Dahnke, Karl R.,Paquette, Leo A.
, p. 885 - 899 (2007/10/02)
Following an improved preparation of 2-methylene-1,3-dithiolane, this ketene acetal was shown to undergo inverse-electron-demand Diels-Alder cycloaddition to tropone.Regiocontrolled copper hydride reduction and resolution via sulfoximine adducts was readily achieved to give (-)-9.Addition to 9 of the chiral nonracemic vinyl bromides 21 and 22 proceeded with endo capture of the nucleophilic vinyllithium to give carbinols that underwent anionic oxy-Cope rearrangement at somewhat elevated temperatures.The sigmatropic event delivered cis,syn,cis-tricyclo2,8>tetradecenones possessing structural frameworks related to the cyathins.Once 31 was in hand, it proved an easy matter to introduce added unsaturation and oxygen substituents.The tendency of certain derivatives for transannular cyclization was made quite apparent.Attempts to introduce a C(6)-α-methyl substituent was not achieved, chiefly as the result of the overall molecular concavity of this class of intermediates.A variety of reactions aimed at enhancing the level of functionality in rings B and C was explored and processes conducive to the attainment of these goals were developed.
