66357-40-2Relevant articles and documents
Synthesis of highly functionalized thiazolo[3,2-: A] pyridine derivatives via a five-component cascade reaction based on nitroketene N, S-acetal
Bayat, Mohammad,Hosseini, Hajar,Razavi, Zohreh Sahhaf
, p. 31039 - 31048 (2020)
A highly efficient and straightforward synthesis of N-fused heterocyclic compounds including 5-amino-7-(aryl)-8-nitro-N'-(1-(aryl)ethylidene)-3,7-dihydro-2H-thiazolo[3,2-a]pyridine-6-carbohydrazide derivatives is successfully achieved via a five-component cascade reaction utilizing cyanoacetohydrazide, various acetophenones, aromatic aldehydes, 1,1-bis(methylthio)-2-nitroethylene and cysteamine hydrochloride in ethanol at reflux conditions. The new approach involves domino N,S-acetal formation, Knoevenagel condensation, Michael reaction, imine-enamine tautomerization and N-cyclization sequences. The prominent advantages of this protocol include: facility of operation, available and economical starting materials, no need for toxic solvents, high yields and tolerance of a wide variety of functional groups.
Synthesis of highly functionalized hydropyridones: thiazolo[3,2-a]pyridin-5-one-6-carbohydrazones and tetrahydroimidazo[1,2-a]pyridin-5-one-2-carbohydrazones
Vala, Masoud Mohamadi,Bayat, Mohammad,Bayat, Yadollah
, p. 542 - 560 (2020)
Synthesis of functionalized 2-pyridone derivatives from thiazolo[3,2-a]pyridine-6-carbohydrazides or tetrahydroimidazo[1,2-a]pyridine-6-carbohydrazides was developed using acetic acid as solvent at 70°C. Various carbohydrazides could be applied to this protocol, and the desired 2-pyridone products were isolated in excellent yields by simple filtration. This method has several additional advantages, such as simple operation, mild reaction conditions, simple work up, easy product isolation, and preparation of potentially bioactive compounds.
An efficient one-pot synthesis of tetrahydrothiazolo[3,2-a]quinolin-6-one derivatives
Bayat, Mohammad,Hosseini, Fahimeh Sadat,Nasri, Shima
, p. 99 - 111 (2018)
The cysteamine hydrochloride as a practical precursor of 2-(nitromethylene)thiazolidine in the one-pot synthesis of thiazoloquinoline derivatives from aromatic aldehydes and dimedone is described. This protocol involved Michael reaction, imine–enamine tautomerization, and cyclization sequence. Simple operation under mild conditions, easy accessibility of reactants, short reaction times, simple workup procedure, high atom economy, and the use of ethanol/water as a green medium make this approach attractive for the synthesis of variety of such derivatives.
Simple synthesis of new imidazopyridinone, pyridopyrimidinone, and thiazolopyridinone derivatives and optimization of reaction parameters using response surface methodology
Hosseini, Fahimeh Sadat,Bayat, Mohammad
, p. 30479 - 30488 (2019/10/04)
The reaction between ketene animal/ketene N,S-acetals (derived from diamines/cysteamine hydrochloride and 1,1-bis(methylthio)-2-nitroethene) with aromatic aldehydes, and Meldrum's acid led to the title compounds. The reaction conditions were optimized using response surface methodology (RSM). The two independent variables (temperature and water content of aqueous ethanol), and the responses (yield of product and reaction time) were studied. The range of each parameter selected was: T = 25-100 °C and water = 0-100%. The optimal values were: T = 72 °C and water = 33%. This work offers significant advantages including use of a green solvent, experimental simplicity, absence of catalyst, a simple work-up and purification process, moderate to good yields, and preparation of potentially bioactive compounds.
