89744-96-7Relevant academic research and scientific papers
Efficient Synthesis of Spirooxindole Pyrrolones by a Rhodium(III)-Catalyzed C?H Activation/Carbene Insertion/Lossen Rearrangement Sequence
Ma, Biao,Wu, Peng,Wang, Xing,Wang, Zhengyu,Lin, Hai-Xia,Dai, Hui-Xiong
, p. 13335 - 13339 (2019/08/20)
A rhodium(III)-catalyzed domino annulation of simple olefins with diazo oxindoles to give spirooxindole pyrrolone products is described. This reaction can be formally viewed as the result of an anomalous tandem C?H activation, carbene insertion, Lossen rearrangement, and a nucleophilic addition process. The potential utility of this reaction was further demonstrated by the late-stage diversification of drug molecules.
Novel multi-dentate phosphines for Pd-catalyzed alkoxycarbonylation of alkynes promoted by H2O additive
Yang, Da,Liu, Lei,Wang, Dong-Liang,Lu, Yong,Zhao, Xiao-Li,Liu, Ye
, p. 236 - 244 (2019/02/19)
A series of novel multi (bi-/tri-/tetra-)-dentate phosphines with good robustness against water and oxygen were synthesized and fully characterized. It was found that the developed ionic tri-dentate phosphine (L2′) enabled Pd-catalyzed alkoxycarbonylation of alkynes most efficiently while H2O was used as an additive instead of acid. As for L2′, its unique steric configuration with two types of potential P-P chelation modes (P?P distance of 4.31 ? and 4.36 ? respectively) to Pd-centre rendered the corresponding Pd-catalyst high activity and good stability for alkoxycarbonylation of alkynes. The in situ FT-IR analysis also verified that the formation and stability of Pd–H active species were greatly facilitated with the presence of L2′ as well as H2O additive. In addition, as an ionic phosphine, L2′ based PdCl2(MeCN)2 system immobilized in RTIL of [Bmim]NTf2 could be recycled for 7 runs without obvious activity loss or metal leaching.
Palladium-catalyzed coupling reaction of -diazocarbonyl compounds with aromatic boronic acids or halides
Peng, Cheng,Yan, Guobin,Wang, Yan,Jiang, Yubo,Zhang, Yan,Wang, Jianbo
experimental part, p. 4154 - 4168 (2011/02/25)
Efficient palladium-catalyzed cross-coupling reactions of -diazocarbonyl compounds and arylboronic acids or aryl halides have been developed. The reaction proceeds smoothly for a range of diazo compounds, boronic acids, and halides. The coupling reaction conditions tolerate various substituents on the aromatic rings of the substrates, such as chloro, fluoro, acyl, oxo, ester, and nitro groups. This coupling reaction constitutes a novel access to -aryl-substituted ,-unsaturated carbonyl compounds. Mechanistically, palladium-carbene is supposed to be the key intermediate; its formation is followed by migratory insertion of an aryl group to the carbenic carbon of the palladium-carbene complex and subsequent -hydride elimination. Kinetic isotope effect (KIE) data measured for intra- and intermolecular competition experiments suggest that -hydride elimination is not involved in the rate-determining step
Palladium-catalyzed cross-coupling of α-diazocarbonyl compounds with arylboronic acids
Peng, Cheng,Wang, Yan,Wang, Jianbo
, p. 1566 - 1567 (2008/09/17)
Pd(PPh3)4-catalyzed reaction between α-diazocarbonyl compounds and arylboronic acids leads to the formation of cross-coupling products in good yields. Copyright
