Refernces
10.1016/j.tetlet.2010.06.014
The research focuses on the development of an efficient and straightforward method for the synthesis of new benzopyranopyrimidines, which are compounds known for their anti-inflammatory, analgesic, and in vitro anti-aggregating activities, and have potential cytotoxic effects against cancer cell lines. The study reports a pseudo four-component reaction involving salicylic aldehydes, malononitrile, and various amines in the presence of a catalytic amount of lithium perchlorate (LiClO4) as a catalyst in ethanol (EtOH) at room temperature. The method offers mild reaction conditions, high product yields, and operational simplicity. The researchers tested different Lewis and protic acid catalysts and solvents to optimize the reaction conditions, ultimately achieving the best yield (93%) with LiClO4 in EtOH. The synthesized compounds were characterized by IR, 1H and 13C NMR spectroscopy, and elemental analysis, confirming the structure and purity of the products. The study concludes that this new procedure provides an efficient and simple pseudo four-component method for the synthesis of (5H-benzopyrano[2,3-d]pyrimidin-2-yl)phenols, which could be valuable in the growth of benzopyranopyrimidine chemistry.
10.1016/j.tetlet.2004.10.092
The research aims to develop a novel, mild, and efficient method for synthesizing primary α-amino phosphonates using a one-pot, three-component reaction under solvent-free conditions. The key chemicals used in this study include benzaldehyde, hexamethyldisilazane (HMDS), trialkyl phosphites (such as trimethyl phosphite and triethyl phosphite), and solid lithium perchlorate (LiClO?). The researchers optimized the reaction conditions to achieve high yields and short reaction times, finding that the presence of LiClO? was crucial for the reaction to proceed. The study demonstrated that various aromatic aldehydes and trialkyl phosphites could be successfully converted into primary α-amino phosphonates under these conditions, with yields ranging from 80% to 92%. The mild reaction conditions allowed for the tolerance of sensitive functional groups like OMe and NO?. Additionally, the researchers explored the formation of 1-aryl-N,N'-bis(arylidene)methanediamines using benzaldehyde, HMDS, and LiClO?, obtaining these compounds in high yields with short reaction times. The study concludes that this solvent-free, one-pot synthesis method provides a green and efficient approach for preparing primary α-amino phosphonates, which have significant applications in pharmaceuticals and as enzyme inhibitors.
10.1016/j.tet.2011.03.045
The research focuses on the nucleophilic ring-opening reactions of 1-aralkyl-3,4-epoxypiperidines with various aliphatic and aromatic amines. The main objective was to develop a short-step synthesis method for 4-fluorobenzyltrozamicol and novel anilidopiperidines with high regiocontrol. The study utilized different solvents, including protic solvents like 2-propanol and acetonitrile, with and without the assistance of metal salts such as LiBr and LiClO4 to achieve high regioselectivity in the formation of 3-amino-piperidin-4-ols and 4-amino-piperidin-3-ols. The experiments involved the synthesis of 1-aralkyl-3,4-epoxypiperidines, their ring-opening with amines, and subsequent transformations to form the desired compounds. The research also explored the steric effects on regioselectivity and provided structural correlations through NMR analysis. The products were characterized using techniques such as HPLC, NMR, and mass spectrometry, with detailed analyses of the ratios of regioisomers and the yields of the synthesized compounds.
10.1016/S0040-4039(00)77505-8
The research explores the use of lithium perchlorate as a catalyst in dichloromethane for carbon-carbon bond formation, specifically in Mukaiyama aldol reactions and 1,4-additions to α,β-unsaturated ketones. The study aims to find a more efficient and environmentally friendly alternative to traditional Lewis acid catalysis in diethyl ether, which involves the disposal of excess perchlorate. The researchers discovered that a suspension of lithium perchlorate in dichloromethane significantly accelerates these reactions compared to its use in diethyl ether. For instance, benzaldehyde reacts with a silyl ketene acetal to form the desired product within 15 minutes, and the catalyst can be recycled without loss of efficacy.
10.1016/j.tetlet.2009.12.043
The research presents a novel one-pot synthetic method for producing 3-aryl-2-thioxotetrahydropyrimidin-4(1H)-one derivatives, which are significant in pharmaceutical and agrochemical research due to their potential applications in treating various diseases and conditions, such as increasing HDL cholesterol and showing anticancer properties. The study aimed to develop an improved synthesis method that overcomes the limitations of existing methods, such as harsh reaction conditions and poor yields. The researchers used lithium perchlorate as a catalyst and triethylamine as a base to facilitate the condensation of aryl isothiocyanates with β-amino esters, resulting in high yields of the desired products in a short time with operational simplicity. The key chemicals involved include aryl isothiocyanates, β-amino esters, lithium perchlorate, and triethylamine. The study concluded that this new method provides an efficient and straightforward approach for synthesizing these important heterocyclic compounds, offering advantages over previously reported methods.