23117-65-9Relevant academic research and scientific papers
Palladium-Catalyzed Phosphoryl-Carbamoylation of Alkenes: Construction of Nonbenzylic C(sp3)?P(O)R2 Bonds via C(sp3)?Pd(II)?P(O)R2 Reductive Elimination
Chen, Chen,Sun, Wan,Yan, Yan,Yang, Fang,Wang, Yuebo,Zhu, Yan-Ping,Liu, Liying,Zhu, Bolin
supporting information, p. 2970 - 2975 (2020/07/06)
We report the first example of palladium-catalyzed phosphoryl-carbamoylation of alkene-tethered carbamoyl chlorides with P(O)H compounds. Both H-phosphinates and secondary phosphine oxides are compatible with this reaction. DPE-Phos was used as ligand to facilitate nonbenzylic C(sp3)?P bonds formations via C(sp3)?Pd(II)?P reductive elimination. By using this protocol, a range of phosphorylated oxindoles and lactams were obtained in moderate to good yields. (Figure presented.).
Synthesis of substituted γ-lactam via Pd(0)-catalyzed cyclization of alkene-tethered carbamoyl chloride
Chen, Chen,Hu, Jian,Su, Jianhua,Tong, Xiaofeng
supporting information, p. 3229 - 3231 (2014/06/09)
Pd(0)-catalyzed carboiodonation of but-3-enylcarbamic chloride has been developed with NaI as additive, which provides a ready access to substituted γ-lactam bearing an alkyl iodide group. This reaction features alkyl iodide reductive elimination as a key step in catalytic cycle, indicating the crucial role of additive NaI.
Amphiphilic methyleneamino synthon through organic dye catalyzed- decarboxylative aminoalkylation
Chen, Li,Chao, Chin Sheng,Pan, Yuanhang,Dong, Sheng,Teo, Yew Chin,Wang, Jian,Tan, Choon-Hong
, p. 5922 - 5925 (2013/09/12)
The utilization of a photo-induced synthon generated from N-phenyl glycine by an organic dye and visible light irradiation is disclosed. The intermediate could be coupled with either a radical or a nucleophile in a simple operation to afford several natural product-like compounds.
Tosylhydrazide-promoted palladium-catalyzed reaction of β-aminoketones with o-dihaloarenes: Combining organocatalysis and transition-metal catalysis
Barluenga, Jose,Quinones, Noelia,Cabal, Maria-Paz,Aznar, Fernando,Valdes, Carlos
supporting information; experimental part, p. 2350 - 2353 (2011/04/21)
(Chemical Equation Presented) Working in tandem: Mannich adducts obtained by organocatalyzed processes are readily transformed into phenanthridine and quinoline derivatives by a Pd-catalyzed cascade reaction involving tosylhydrazide (TsNHNH2)-promoted cross-coupling followed by intramolecular amination (see scheme; MW=microwave). The enantioselectivity achieved in the organocatalytic reaction is maintained throughout the process.
Benzotriazole-assisted synthesis of novel mannich bases from ketones and diverse aldehydes
Katritzky, Alan R.,Harris, Philip A.
, p. 987 - 996 (2007/10/02)
A wide variety of β-amino ketones are prepared in moderate to good yields by the reaction of the lithium enolates of cyclohexanone, acetophenone, α-tetralone and camphor with the readily available adducts from an aldehyde or ketone, an amine and benzotriazole. Some diastereoselectivity is observed when the benzotriazole adduct is derived from benzaldehyde.
