115393-16-3Relevant academic research and scientific papers
Solvent-free synthesis of cyanohydrin derivatives catalysed by triethylamine
Baeza, Alejandro,Najera, Carmen,Retamosa, Ma. De Gracia,Sansano, Jose M.
, p. 2787 - 2797 (2005)
A very simple one-step environmentally friendly procedure for the synthesis of O-substituted cyanohydrins from aldehydes and ketones, in the absence of solvent, employing minimum amounts of the corresponding cyanides has been optimised. Aldehydes react more rapidly than ketones using triethylamine as catalyst offering in both cases almost quantitative yields of the corresponding O-trimethylsilyl, O-methoxycarbonyl, O-benzoyl and O-acetyl cyanohydrins. Georg Thieme Verlag Stuttgart.
Palladium-catalyzed C-H activation of simple arenes and cascade reaction with nitriles: access to 2,4,5-trisubstituted oxazoles
Dai, Ling,Yu, Shuling,Shao, Yinlin,Li, Renhao,Chen, Zhongyan,Lv, Ningning,Chen, Jiuxi
supporting information, p. 1376 - 1379 (2021/02/22)
An efficient and straightforward protocol for the assembly of the pharmaceutically and biologically valuable oxazole skeleton is achieved for the first time from readily available simple arenes and functionalized aliphatic nitriles. This transformation in
Synthesis of Imidazoles and Oxazoles via a Palladium-Catalyzed Decarboxylative Addition/Cyclization Reaction Sequence of Aromatic Carboxylic Acids with Functionalized Aliphatic Nitriles
Dai, Ling,Yu, Shuling,Lv, Ningning,Ye, Xuanzeng,Shao, Yinlin,Chen, Zhongyan,Chen, Jiuxi
supporting information, p. 5664 - 5668 (2021/08/01)
We herein report an efficient approach for the assembly of multiply substituted imidazoles and oxazoles in a single-step manner. These transformations are based on a decarboxylation addition and annulation of readily accessible aromatic carboxylic acids a
Studies on Pyrazolopyrimidine Derivatives. XV. Reactions Involving the Formation of the Anion of the Reissert Compound Derived form 1H-Pyrazolopyrimidine
Hagishino, Takeo,Sato, Susumu,Miyashita, Akira,Katori, Tatsuhiko
, p. 4078 - 4086 (2007/10/02)
The anion (A) of the Reissert compound (1, 5-benzoyl-4,5-dihydro-1-phenyl-1H-pyrazolopyrimidine-4-carbonitrile) was found to react with electrophiles in two ways.One is nucleophilic attack of the anion A.The other is self-decomposition of the anion A.Thus, A underwent nucleophilic attack with aromatic and aliphatic aldehydes (4a-j), resulting in the formation of the corresponding α-aryl (or alkyl)-1-phenyl-1H-pyrazolopyrimidin-4-ylmethyl benzoates (6a-j) together with 1-phenyl-1H-pyrazolopyrimidine (2), the 4,4'-dimer (7) of 2, O-benzoylaroins (8a-d), and O-benzoylcyanohydrins (9e-j).Nucleophilic substitution took place in the reaction of A with 2,4-dinitrochlorobenzene (14a) and methyl iodide (14d), giving the 4-(2,4-dinitrophenyl) derivative (17a) of 2 and 5,7-dibenzoyl-4-methyl-1-phenyl-4-(1-phenyl-1H-pyrazolopyrimidin-4-yl)-4,5,6,7-tetrahydro-1H-pyrazolopyrimidine-6-carbonitrile (19), respectively.However, the anion A did not react with other aryl (or alkyl) halides (14b, c, e), ketones (11a, b), 2-alkenonitriles (21a, b), and dimethylacetylenedicarboxylate (22), and underwent the known self-decomposition, resulting in the formation of products such as 2, 7, the cyano derivative (18) of 2, and the ester 6a.Keywords - pyrazolopyrimidine; Reissert compound; aldehyde; aryl halide; nucleophilic attack; self-decomposition; pyrazolopyrimidinemethanol
