66416-48-6Relevant academic research and scientific papers
Tailor-made synthesis of fully alkylated/arylated nicotinates by FeCl3-mediated condensation of enamino esters with enones
Hirai, Sho,Horikawa, Yurie,Asahara, Haruyasu,Nishiwaki, Nagatoshi
supporting information, p. 2390 - 2393 (2017/02/23)
A new method for synthesizing polyalkylated/arylated nicotinates is established using a condensation of enamino esters with enones in the presence of FeCl3. This method facilitates the introduction of alkyl or aryl groups at any position on demand, which has not been achieved by other procedures.
Cu-Catalyzed Three-Component Cascade Annulation Reaction: An Entry to Functionalized Pyridines
Jiang, Huanfeng,Yang, Jidan,Tang, Xiaodong,Li, Jianxiao,Wu, Wanqing
, p. 8763 - 8771 (2015/09/15)
A concise copper-catalyzed N-O bond cleavage/C-C/C-N bond formation procedure has been described for the synthesis of multisubstituted pyridines. Various oxime acetates, activated methylene compounds, and a wide range of aldehydes bearing aryl, heteroaryl, vinyl, and trifluoromethyl groups were employed to provide the tri- or tetrasubstituted pyridines with flexible substitution patterns. Moreover, this method features inexpensive catalysts, no need for extra oxidant, and high step-enconomy, which make it pratical and attractive.
A concise route to pyridines from hydrazides by metal carbene N-H insertion, 1,2,4-triazine formation, and Diels-Alder reaction
Shi, Baolu,Lewis, William,Campbell, Ian B.,Moody, Christopher J.
supporting information; experimental part, p. 3686 - 3688 (2011/03/18)
Image Presented A simple, new three-step sequence for the conversion of hydrazides into pyridines is reported in which the key steps are N-H insertion by a copper carbene intermediate derived from r-diazo-β-ketoesters into the hydrazide, reaction with amm
Reaction of N-vinylic phosphazenes with α,β-unsaturated aldehydes. Azatriene-mediated synthesis of dihydropyridines and pyridines derived from β-amino acids
Palacios, Francisco,Herran, Esther,Alonso, Concepcion,Rubiales, Gloria,Lecea, Begona,Ayerbe, Mirari,Cossio, Fernando P.
, p. 6020 - 6030 (2007/10/03)
Aza-Wittig reaction of N-vinylic phosphazenes (1,2 addition), derived from diphenylmethylphosphine or derived from trimethylphosphine with α,β-unsaturated aldehydes, leads to the formation of 3-azatrienes through a [2 + 2]-cycloaddition-cycloreversion sequence. The presence of an alkyl substituent in position 3 of N-vinylic phosphazenes increases the steric interactions, and [4 + 2] periselectivity (1,4 addition) is observed. Reaction of azatrienes with α,β-unsaturated aldehydes yields pyridines.
Ionic liquid promoted simple and efficient synthesis of β-enamino esters and β-enaminones from 1,3-dicarbonyl compounds - One-pot, three-component reaction for the synthesis of substituted pyridines
Karthikeyan, Ganesan,Perumal, Paramasivan T.
, p. 1746 - 1751 (2007/10/03)
A facile enamination of 1,3-dicarbonyl compounds with amines has been developed that affords good to excellent yields of β-enamino esters and β-enaminones using Bronsted acidic ionic liquid 1-methylimidazolium trifluoroacetate ([Hmim]+Tfa-) at room temperature. This methodology has been extended for the synthesis of substituted pyridines in excellent yield by a one-pot, three-component reaction of 1,3-dicarbonyl compounds, ammonium acetate, and alkynone in the presence of [Hmim] +Tfa-.
Biaryl substituted alkylboronate esters as thrombin inhibitors
Quan,Wityak,Dominguez,Duncia,Kettner,Ellis,Liauw,Park,Santella,Knabb,Thoolen,Weber,Wexler
, p. 1595 - 1600 (2007/10/03)
Thrombin is a serine protease that plays an important role in the blood coagulation cascade, and is a target enzyme for new therapeutic agents. Ac- (D)-Phe-Pro-boroArg-OH (DuP 714) was found to be a highly effective thrombin inhibitor. In order to reduce the peptidic nature of DuP 714, we have designed a series of novel biaryl substituted alkylboronate esters as potent thrombin inhibitors. The most potent compounds have subnanomolar affinity for thrombin.
