29197-45-3Relevant articles and documents
Scalable Photoelectrochemical Dehydrogenative Cross-Coupling of Heteroarenes with Aliphatic C?H Bonds
Chen, Peng-Yu,Xu, Hai-Chao,Xu, Pin
supporting information, p. 14275 - 14280 (2020/07/13)
Heteroarenes are structural motifs found in many bioactive compounds and functional materials. Dehydrogenative cross-coupling of heteroarenes with aliphatic C?H bonds provides straightforward access to functionalized heteroarenes from readily available materials. Established methods employ stoichiometric chemical oxidants under conditions of heating or light irradiation. By merging electrochemistry and photochemistry, we have achieved efficient photoelectrochemical dehydrogenative cross-coupling of heteroarenes and C(sp3)?H donors through H2 evolution, without the addition of metal catalysts or chemical oxidants. Mechanistically, the C(sp3)?H donor is converted to a nucleophilic carbon radical through H-atom transfer with chlorine atom, which is produced by light irradiation of anodically generated Cl2 from Cl?. The carbon radical then undergoes radical substitution to the heteroarene to afford alkylated heteroarene products.
Cu-Catalyzed Coupling of O-Acyl Oximes with Isatins: Domino Rearrangement Strategy for Direct Access to Quinoline-4-Carboxamides by C–N Bond Cleavage
Ramaraju, Andhavaram,Chouhan, Neeraj Kumar,Ravi, Owk,Sridhar, Balasubramanian,Bathula, Surendar Reddy
, p. 2963 - 2971 (2018/06/27)
A mild domino rearrangement strategy for the direct access to substituted quinoline-4-carboxamides has been developed. This copper-catalyzed coupling reaction of O-acyl oximes with isatins in the presence of molecular oxygen as the sole oxidizing agent proceeds through a ring expansion of the isatins through cleavage of the two C–N bonds.
Synthetic method of quinoline-4-formamides compound
-
Paragraph 0015; 0016; 0017; 0018; 0019; 0020-0037, (2018/01/11)
The invention discloses a synthetic method of a quinoline-4-formamides compound, and belongs to the technical field of organic synthesis. The the invention is characterized in that the synthetic method of the quinoline-4-formamides compound comprises the following steps: dissolving an oxime ester acetate compound and isatin or a derivative of the oxime ester acetate compound and the isatin in a solvent; then adding a catalyst and alkali to carry out reaction at 100 to 130 DEG C in a sealing tube to prepare the quinoline-4-formamides compound. A synthetic process of the synthetic method disclosed by the invention is simple and high-efficient; through one-pot series connection reaction, the quinoline-4-formamides compound is directly prepared in one step, so that resource waste and environment pollution caused by the use of a plurality of reagents in multi-step reaction, purification treatment on intermediates obtained in all reaction steps and the like are avoided, raw materials are cheap and easy to get or the raw materials are easy to prepare; reaction conditions are mild, and a substrate has a wide application range.