1012-18-6Relevant articles and documents
Fast electron transfer C-alkylation of 2-nitropropane anion under microwave irradiation
Vanelle, Patrice,Gellis, Armand,Kaafarani, Mustapha,Maldonado, Jose,Crozet, Michel P.
, p. 4343 - 4346 (1999)
Microwave irradiation is shown to be an attractive methodology for fast electron transfer C-alkylation reactions of 2-nitropropane anion by different reductive alkylating agent. This method is simple, rapid and affords excellent C-alkylation yields.
Electrochemical Vicinal Difluorination of Alkenes: Scalable and Amenable to Electron-Rich Substrates
Doobary, Sayad,Sedikides, Alexi T.,Caldora, Henry P.,Poole, Darren L.,Lennox, Alastair J. J.
supporting information, p. 1155 - 1160 (2019/12/11)
Fluorinated alkyl groups are important motifs in bioactive compounds, positively influencing pharmacokinetics, potency and conformation. The oxidative difluorination of alkenes represents an important strategy for their preparation, yet current methods are limited in their alkene-types and tolerance of electron-rich, readily oxidized functionalities, as well as in their safety and scalability. Herein, we report a method for the difluorination of a number of unactivated alkene-types that is tolerant of electron-rich functionality, giving products that are otherwise unattainable. Key to success is the electrochemical generation of a hypervalent iodine mediator using an “ex-cell” approach, which avoids oxidative substrate decomposition. The more sustainable conditions give good to excellent yields in up to decagram scales.
Synthesis method for nitro group-containing natural product chrysamides B and diastereoisomer-compound thereof
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Paragraph 0016; 0017, (2018/11/22)
The invention belongs to the technical fields of medicinal chemistry and organic synthesis, and relates to a synthesis method for a nitro group-containing natural product chrysamides B, a chrysamidesB diastereoisomer-compound and a synthesis method and application thereof. According to the invention, a convergent synthesis method is adopted to condense chiral epoxy carboxylic acid and chiral dimethylpiperazine ring, and thereby the nitro group-containing natural product chrysamides B with a symmetrical structure and the chrysamides B diastereoisomer-compound are easily and efficiently synthesized. By three-step continuous oxidation, chiral epoxy carboxylic acid is prepared from p-nitrobenzaldehyde which is easy to obtain commercially, and dimethylpiperazine ring is prepared by reduction after alanine dimerization. The compound shows inhibitory activity on pasteurella multocida. Such a convergent synthesis route can be applied to the chemical synthesis of compounds with the similar structure and related derivatives, opening up a broad development space for novel antibiotic drugs.
COMPOSITIONS USEFUL FOR TREATING DISORDERS RELATED TO KIT
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Paragraph 0233; 0234, (2015/04/28)
Compounds and compositions useful for treating disorders related to KIT and PDFGR are described herein.
Synthesis of 5-chloro-N-aryl-1H-indole-2-carboxamide derivatives as inhibitors of human liver glycogen phosphorylase a
Onda, Kenichi,Suzuki, Takayuki,Shiraki, Ryota,Yonetoku, Yasuhiro,Negoro, Kenji,Momose, Kazuhiro,Katayama, Naoko,Orita, Masaya,Yamaguchi, Tomohiko,Ohta, Mitsuaki,Tsukamoto, Shin-ichi
, p. 5452 - 5464 (2008/12/21)
A series of 5-chloro-N-aryl-1H-indole-2-carboxamide derivatives were prepared and evaluated as inhibitors of human liver glycogen phosphorylase a (hLGPa). One compound, 5-chloro-N-[4-(1,2-dihydroxyethyl)phenyl]-1H-indole-2-carboxamide (2f), inhibited hLGPa with an IC50 of 0.90 μM. The pyridine analogue of 2f showed inhibitory activity of glucagon-induced glucose output in cultured primary hepatocytes with an IC50 of 0.62 μM and oral hypoglycemic activity in diabetic db/db mice. Crystallographic determination of the complex of 2f with hLGPa showed binding of the inhibitor in a solvent cavity at the dimer interface, with the two hydroxyl groups making favorable electrostatic interactions with hLGPa.
STUDY OF THE ALKALINE CLEAVAGE OF THE P-C BOND IN PHOSPHINE OXIDES AND DERIVATIVES OF TRICHLOROMETHANEPHOSPHONATE
Aksnes, Gunnar,Gierstae, Roald,Wulvik, Erik A.
, p. 141 - 152 (2007/10/02)
A study of alkaline decomposition of aromatic phosphine oxides containing p- and o-nitrobenzyl, and trichloromethyl as leaving groups, is reported.The property of the trichloromethyl group as leaving group, and the CCl3--group's further decomposition in the hydrolysis of diethyl and disodium trichloromethanephosphonates, have also been investigated.
REACTIONS SRN1 EN SERIE HETEROCYCLIQUE: I - REACTIVITE DE SELS DE NITRO-5 TETRAHYDROOXAZINES-1,3
Crozet, Michel P.,Vanelle, Patrice
, p. 323 - 326 (2007/10/02)
Heterocyclic nitronate anions prepared from 3-ethyl-5-hydroxymethyl-5-nitrotetrahydro-1,3-oxazine are found to be suitable nucleophiles for SRN1 reactions.Base-promoted nitrous acid elimination from C-alkylation product gives rise to new tetrah
