2719-15-5Relevant articles and documents
Synthesis of indenoquinolinone through aryne-mediated Pd(II)-catalysed remote C–H activation
Patel, Anuj P.,Shaikh, Mohammedumar M.,Gurjar, Kamlesh K.,Chikhalia, Kishor H.
, p. 2049 - 2061 (2021/02/01)
Abstract: [Figure not available: see fulltext.]Indenoquinolinones have been synthesized from 2-haloquinoline-3-carbaldehyde through Pd-mediated simultaneous C–H (aldehyde) and C–X bond activation. DFT studies were performed to investigate the mechanistic pathway, and in situ UV–Vis studies indicate the presence of Pd(II) intermediate species. Aryne ligated Pd complex is actual intermediate in these reactions. Ligation of reactive aryne to Pd reduces probability of side reactions. Graphic abstract: [Figure not available: see fulltext.]
Biphenyl-Based Bis(thiourea) Organocatalyst for Asymmetric and syn -Selective Henry Reaction
Otevrel, Jan,Bobal, Pavel
, p. 593 - 603 (2017/01/25)
A scalable, efficient and chromatography-free synthesis of a new enantiopure C 2-symmetric bis(thiourea) catalyst was accomplished from a readily available starting material. The developed strategy could be conducted on a multi-gram scale. Both the prepared enantiomers of the bis(thiourea) organocatalyst have been tested in the asymmetric Henry reaction under thoroughly optimized conditions during which an unusual solvent effect on enantioselectivity was found. The corresponding adducts were obtained in excellent yields with good to excellent enantioselectivities. The achieved high reactivity and enantioselectivity in the nitroaldol reaction of nitroalkanes with aromatic aldehydes suggests promising potential for this catalyst. Moreover, a significant syn-diastereoselectivity was observed.
Synthesis method of 2-methyl-4-nitrobenzoic acid
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Paragraph 0010, (2017/01/02)
The invention discloses a synthesis method of 2-methyl-4-nitrobenzoic acid, and belongs to the technical field of chemosynthesis. According to the method, methylbenzene is used as raw materials; reaction liquid formed by mixing concentrated nitric acid and concentrated sulfuric acid is added for mixing; after being washed by a sodium hydroxide solution, the materials take an reaction with stannous chloride, iron powder and glacial acetic acid; then, hydrochloric acid is dropwise added for mixing to obtain 2-amino-5-nitrotoluene; then, the 2-amino-5-nitrotoluene is mixed with acetic acid and the concentrated sulfuric acid for taking a reaction; after the oxidization by an oxidizing agent of sodium perborate, temperature lowering by ice water and washing by deionized water are carried out; then, under the oxidization effect of an oxidizing agent of potassium permanganate, the materials are mixed with hydrochloric acid for reaction; then, still standing, suction filtering and drying are carried out, and the 2-methyl-4-nitrobenzoic acid is obtained. The synthesis method has the beneficial effects that the synthesis process is simple; the cost is low; byproducts are few; the yield of obtained products is as high as more than 95 percent; the purity is as high as more than 99 percent.
