Refernces
10.1039/c0ob00644k
The study presents an efficient one-pot synthesis method for highly functional alkenes through a phosphine-catalyzed tandem three-component reaction involving aldehydes, alkyl vinyl ketones, and amides. The process utilizes either EtPPh2 or PPh3 as catalysts and achieves high yields (68–99%) with excellent stereoselectivity (E/Z ratios up to 98:2) within a total reaction time of 3 to 29.5 hours. The study also explores the scope of the reaction with various aryl- and heteroaryl-substituted aldehydes, amides, and alkyl vinyl ketones, demonstrating the versatility and practicality of the method. The reaction mechanism is proposed to involve a Morita–Baylis–Hillman reaction followed by a Michael addition, leading to the formation of the desired alkenes. The mild reaction conditions and the high atom economy of the process make it a valuable addition to organic synthesis.
10.1016/j.bmcl.2006.02.046
The research focuses on the synthesis and structure-activity relationship (SAR) of 1,9-dihydro-9-hydroxypyrazolo[3,4-b]quinolin-4-ones, which are identified as novel and selective c-Jun N-terminal kinase (JNK) inhibitors. The purpose of this study is to develop potential therapeutics for type 2 diabetes, as JNK1 is believed to play a key role in linking obesity and insulin resistance. The researchers synthesized these compounds through the condensation of 2-nitrobenzaldehydes and hydroxypyrazoles, with the structure and kinase selectivity profile of the inhibitors being discussed. The study concluded that compound 16 emerged as a potent JNK inhibitor with good cellular potency, and the synthesized compounds generally showed no significant activity against a panel of 81 kinases, indicating their selectivity. The chemicals used in the process include 2-nitrobenzaldehydes, hydroxypyrazoles, concentrated hydrochloric acid, and various substituted nitrobenzaldehydes and hydroxypyrazoles for modifications at the N-1 and C-3 positions of the pyrazole ring.
10.1007/s10870-010-9946-9
The study reports the synthesis and crystal structure determination of 3-hydroxy-4-(4-methoxyphenyl)-5-(2-nitrophenyl)furan-2(5H)-one. The compound was synthesized using pyruvic acid (2-hydroxy-3-(4-methoxyphenyl)acrylic acid) as a starting material, which was converted to methyl pyruvate through a reaction with 1,5-diazabicyclo[5.4.0]undecene (DBU) and methyl iodide in dry DMF. The methyl pyruvate was then reacted with 2-nitrobenzaldehyde in the presence of DBU to form the title compound. The crystal structure was determined using single crystal X-ray diffraction. The compound crystallizes in the monoclinic space group C 2/c. The central furanone ring is nearly coplanar with the p-methoxybenzene ring and forms a dihedral angle of 87.2(1)° with the nitrobenzene ring. Intermolecular hydrogen bonds link pairs of molecules into centrosymmetric dimers, which are further assembled into chains along the [001] direction. The three-dimensional supramolecular architecture is stabilized by weak π–π interactions.
10.1055/s-0029-1217603
The study titled "Synthesis of 2-Amino-3,4-dihydroquinazolines and Imidazo[2,1-b]quinazoline-2-ones" presents a straightforward method for synthesizing 2-amino-3,4-dihydroquinazolines and related compounds like imidazo[2,1-b]quinazoline-2-ones and imidazo[2,1-b]quinazolines using Baylis–Hillman derivatives as starting materials. The process involves several key steps: an SN2 reaction of a primary amine with a Baylis–Hillman acetate derived from 2-nitrobenzaldehyde, cyanogen bromide-mediated nitrile addition, and iron–acetic acid promoted reductive cyclization. The researchers used various primary amines to prepare allyl amines, which were then converted to cyanamides and subsequently to the desired 2-aminoquinazolines through reductive cyclization. The study also extended this methodology to synthesize imidazo[2,1-b]quinazoline-2-ones and imidazo[2,1-b]quinazolines in a one-pot process by using secondary allyl amines and modifying the reaction conditions accordingly. The synthesized compounds have potential biological relevance and can serve as precursors for the development of pharmaceutical agents.
Xn， 
Xi
