4432-63-7Relevant articles and documents
Synthesis of the cis diastereoisomer of 5-diethoxyphosphoryl-5-methyl-3- phenyl-1-pyrroline N-oxide (DEPMPPOc) and ESR study of its superoxide spin adduct
Nsanzumuhire, Céline,Clément, Jean-Louis,Ouari, Olivier,Karoui, Hakim,Finet, Jean-Pierre,Tordo, Paul
, p. 6385 - 6389 (2004)
The cis and trans diastereoisomers of 5-diethoxyphosphoryl-5-methyl-3- phenyl-1-pyrroline N-oxide (DEPMPPO), the C(3)-phenyl analogue of DEPMPO, were prepared in three steps from phenylacetaldehyde and used in ESR-spin trapping of various carbon-, oxygen- and sulfur-centred radicals. In the case of the cis-isomer, the presence of the phenyl group cancels the alternating line width phenomenon observed for the DEPMPO-OOR (R = H, But) spin adducts. The ESR spectra of the DEPMPPOc-OOR spin adducts exhibit more straightforward patterns and are more easily assignable.
Rhodium-Catalyzed Regio- And Enantioselective Allylic Amination of Racemic 1,2-Disubstituted Allylic Phosphates
Li, Changkun,Shu, Mouhai,Sun, Minghe,Xu, Wen-Bin
supporting information, p. 8255 - 8260 (2021/06/27)
Alkynylphosphines are rarely used as ligands in asymmetric metal catalysis. We synthesized a series of chiral bis(oxazoline)alkynylphosphine ligands and used them in Rh-catalyzed highly regio- and enantioselective allylic amination reactions of 1,2-disubstituted allylic phosphates. Chiral 1,2-disubstituted allylic amines were synthesized in up to 95% yield with >20:1 branched/linear (b/l) ratio and 99% ee from racemic 1,2-disubstituted allylic precursors. The sterically smaller linear alkynyl group on the P atom in the bis(oxazoline)alkynylphosphine ligands was the key to fit the new requirements of the introduction of bulky 2-R′ groups.
Method for preparing olefine aldehyde through catalytic oxidation of enol ether
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Paragraph 0082-0086; 0088, (2021/06/23)
The invention relates to the technical field of olefine aldehyde preparation, and provides a method for preparing olefine aldehyde through catalytic oxidation of enol ether. According to the invention, a palladium catalyst, a copper salt, a solvent and enol ether are mixed and subjected to a catalytic oxidation reaction to obtain olefine aldehyde. According to the method, the copper salt is used as the oxidizing agent, the mixed solvent of water and acetonitrile is used as the reaction solvent, and the volume ratio of water to acetonitrile in the mixed solvent is controlled to be (3-7): (3-7), so that the catalytic oxidation reaction can be smoothly carried out in the mixed solvent with a specific ratio, and the generation of palladium black precipitate can be avoided. The method provided by the invention has the advantages of simple steps, low reagent cost, no need of dangerous reagents, wide substrate adaptability and small catalyst dosage. Furthermore, octadecane mercaptan is added to promote the catalytic oxidation reaction, and when the dosage of the palladium catalyst is extremely low, the olefine aldehyde yield can be greatly increased by adding octadecane mercaptan.
Two C=C Bond Participation in Annulation to Pyridines Based on DMF as the Nonadjacent N and C Atom Donors
Su, Miao-Dong,Liu, Hai-Ping,Cao, Zhong-Zhong,Liu, Yufeng,Li, Hui,Nie, Zhi-Wen,Yang, Tong-Lin,Luo, Wei-Ping,Liu, Qiang,Guo, Can-Cheng
, p. 13446 - 13453 (2021/10/12)
Two C=C bond participation in annulation to pyridines using N,N-dimethylformamide (DMF) as the N1 and C4 synthons has been carried out. In this reaction, DMF contributed one N atom and one C atom to two disconnected positions of pyridine ring, with no need for an additional nitrogen source. Two C=C bonds in two molecules of substituted styrenes offered four carbon atoms in the presence of iodine and persulfate. With the optimized conditions in hand, both symmetric and unsymmetric diaryl-substituted pyridines were obtained in useful yields. On the basis of relevant literature and a series of control experimental results, a possible mechanism was proposed in this work, which may demonstrate how DMF provides both N1 and C4 sources.