1612841-65-2Relevant academic research and scientific papers
Photocatalyzed cascade Meerwein addition/cyclization of: N -benzylacrylamides toward azaspirocycles
Yuan, Li,Jiang, Sheng-Ming,Li, Zeng-Zeng,Zhu, Yong,Yu, Jian,Li, Lan,Li, Ming-Zhu,Tang, Shi,Sheng, Rui-Rong
, p. 2406 - 2410 (2018)
A visible-light-induced cascade Meerwein addition/cyclization of alkenes involving C-F bond cleavage was developed. This method offers a rapid access to azaspirocyclic cyclohexadienones from N-benzylacrylamides via C-F bond cleavage applying H2O as an external oxygen source, allowing for the incorporation of various aromatic moieties originating from aryldiazonium salts.
Synthetic method and application of azaspirocyclohexadienone
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, (2018/08/04)
The invention discloses a method of synthesizing aryl substituted azaspirocyclohexadienone by aromatizing a visible light induced (N)-benzylacrylamide compound and diazonium salt of fluoboric acid toform a ring. The synthesized target compound has the structure as shown in the formula as described in the specification. A preparation method comprises the following steps: carrying out a reaction bytaking the (N)-benzylacrylamide compound and the diazonium salt as a reaction primer for 18 h, Ru(bpy)3Cl2 as a catalyst, K2CO3 as alkali and DMF (N,N-dimethylformamide) as a solvent in a nitrogen environment, wherein the reaction temperature is room temperature; and carrying out column chromatography or thin-layer chromatographic separation and purification on the product through washing, concentration and the like to obtain the target product azaspirocyclohexadienone. The synthesizing reaction is simple to operate, the adopted free radical source is low in price and easy to obtain, the reaction system is mild and environmentally friendly, and the method is high in selectivity, simple in condition and high in yield, and has a huge popularization and application value.
