70894-71-2Relevant academic research and scientific papers
Chiral γ-Lactams by Enantioselective Palladium(0)-Catalyzed Cyclopropane Functionalizations
Pedroni, Julia,Cramer, Nicolai
, p. 11826 - 11829 (2015)
Cyclopropanes fused to pyrrolidines are important structural features found in a number of marketed drugs and development candidates. Typically, their synthesis involves the cyclopropanation of a dihydropyrrole precursor. Reported herein is a complementary approach which employs a palladium(0)-catalyzed C-H functionalization of an achiral cyclopropane to close the pyrrolidine ring in an enantioselective manner. In contrast to aryl-aryl couplings, palladium(0)-catalyzed C-H functionalizations involving the formation of C(sp3)-C(sp3) bonds of saturated heterocycles are very scarce. The presented strategy yields cyclopropane-fused γ-lactams from chloroacetamide substrates. A bulky Taddol phosphonite ligand in combination with adamantane-1-carboxylic acid as a cocatalyst provides the γ-lactams in excellent yields and enantioselectivities. Bulk up: An enantioselective C-H functionalization strategy is used to access cyclopropane-fused γ-lactams from readily accessible chloroacetamide substrates. A bulky Taddol phosphonite ligand in combination with adamantane-1-carboxylic acid as a cocatalyst provides the γ-lactams in excellent yields and enantioselectivities.
Design, Synthesis, and Structure-Activity Relationship of Economical Triazole Sulfonamide Aryl Derivatives with High Fungicidal Activity
Hao, Ge-Fei,Li, Yi-Tao,Lin, Jian,Xu, Jun-Xing,Yao, Wen-Qiang,Zhou, Si
, p. 6792 - 6801 (2020/07/08)
Plant fungal diseases have caused great decreases in crop quality and yield. As one of the considerable agricultural diseases, cucumber downy mildew (CDM) caused by pseudoperonospora cubensis seriously influences the production of cucumber. Amisulbrom is a commercial agricultural fungicide developed by Nissan Chemical, Ltd., for the control of oomycetes diseases that is highly effective against CDM. However, the synthesis of amisulbrom has a high cost because of the introduction of the bromoindole ring. In addition, the continuous use of amisulbrom might increase the risk of resistance development. Hence, there is an imperative to develop active fungicides with new scaffolds but low cost against CDM. In this study, a series of 1,2,4-triazole-1,3-disulfonamide derivatives were designed, synthesized, and screened. Compound 1j showed a comparable fungicidal activity with amisulbrom, but it was low cost and ecofriendly. It has the potential to be developed as a new fungicide candidate against CDM. Further investigations of structure-activity relationship exhibited the structural requirements of 1,2,4-triazole-1,3-disulfonamide and appropriate modification in N-alkyl benzylamine groups with high fungicidal activity. This research will provide powerful guidance for the design of highly active lead compounds with a novel skeleton and low cost.
PENTAFLUOROPHENYL SULFONAMIDE COMPOUNDS, COMPOSITIONS AND USES THEREOF
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Paragraph 00134; 00136; 00145, (2019/04/16)
The present application relates to sulfonamide containing compounds of Formulae (I) and (II) and compositions containing said compounds effective in the treatment of cell proliferative disorders, in particular cancer, and various methods of use thereof.
Synthesis and spectroscopic characterization of Ni(II) complexes involving functionalised dithiocarbamates and triphenylphosphine: Anagostic interaction in (N-cyclopropyl-N-(4-fluorobenzyl)dithiocarbamato-S,S′) (thiocyanato-N)(triphenylphosphine)nickel(II)
Sathiyaraj,Srinivasan,Thirumaran,Velmurugan
, p. 203 - 209 (2015/09/22)
Twelve new nickel(II) complexes namely [Ni(S2CNRR′)2](1-6) and [Ni(S2CNRR′)(NCS)(PPh3)](7-12) [where R = cyclopropyl (cPr); R′ = 2HO-C6H4-CH2- (1,7), 3HO-C6H4-CH2- (2,8), 4HO-C6H4-CH2- (3,9), 4CH3O-C6H4-CH2- (4,10), 4F-C6H4-CH2- (5,11), 4Cl-C6H4-CH2- (6,12)] have been prepared and characterized by elemental analysis, IR, UV-Vis and NMR (1H and 13C) spectroscopy. A single crystal X-ray structural analysis was carried out for (N-cyclopropyl-N-(4-fluorobenzyl)dithiocarbamato-S,S′)(thiocyanato-N)- (triphenylphosphine)nickel(II). The increase in wavenumber of νC-N thioureide and decrease in chemical shift values of heteroleptic complexes 7-12 compared to that of homoleptic complexes 1-6 are due to the mesomeric drift of electron density from the dithiocarbamate moiety towards the metal centre, increasing the carbon-nitrogen double bond character. The increased strength of C-N bond is due to the presence of the π-accepting triphenylphosphine. Electronic spectral studies indicated square planar geometry around the nickel(II) central atom for all the complexes. Single crystal X-ray structural analysis of 11 confirms that the coordination geometry about the Ni is distorted square planar. The C-H...F interactions lead to a polymeric structure and a rare intramolecular anagostic interaction [M…H = 2.929 ?] is observed. The molecular geometry, HOMO-LUMO in the ground state and MEP have been calculated for 11 using the Hartree-Fock (HF) method with the LANL2DZ basic set. The optimized bond lengths and bond angles agree well with the experimental results. The asymmetry in the Ni-S bonds reveal the greater trans influence of triphenylphosphine compared to that of the isothiocyanate ion.
PROCESS FOR THE PREPARATION OF SUBSTITUTED N-(BENZYL)CYCLOPROPANAMINES BY IMINE HYDROGENATION
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Page/Page column 9-10, (2012/05/20)
The present invention relates to a process for the preparation of substituted N-(benzyl)cyclopropanamines of the general formula (II) starting from N-[(aryl)methylene]cyclopropanamine derivatives. The present invention further provides the N-[(aryl)methyl
