In 2017,Yao, Qiyi; Kong, Lingkai; Zhang, Fangfang; Tao, Xianghua; Li, Yanzhong published 《Base-Promoted Tandem Reaction towards Conjugated Dienone or Chromone Derivatives with a Cyano Group: Insertion of Alkynes into C-C σ-Bonds of 3-Oxopropanenitriles》.Advanced Synthesis & Catalysis published the findings.Application of 128071-75-0 The information in the text is summarized as follows:
Base-promoted insertion reactions of alkynes into the C-C σ-bonds of α-cyano ketones were established to construct highly functionalized conjugated olefins I [R1 = cyclohexyl, Ph, 4-BrC6H4, 3,4,5-(MeO)3C6H2, etc.; R2 = Ph, 4-ClC6h4, 4-MeC6H4, 4-MeOC6H4; R3 = Ph] or chromone derivatives II [X = CH, N; R3 = t-Bu, Ph; R4 = H, 6-F, 7-F, 6,7-(MeO)2; R5 = Me, n-Bu, Ph, 3,4,5-(MeO)3C6H2, 2-naphthyl, etc.] via transition metal-free tandem reactions. Nucleophilic attack of α-cyano ketones R3C(O)CH2CN to alkynones R1C(O)CCR2 followed by intramol. nucleophilic addition/ring-opening furnished the cyano-containing alkenes I. In the cases of alkynones III (Z = Br, Cl, F) bearing an ortho-halide-substituted aryl ring, a further C-O bond coupling reaction occurred to afford chromone derivatives II in good to high yields. Various alkynones bearing alkyl or aryl substituents were compatible in the reaction. This reaction has the potential to become a general synthetic protocol for the preparation of cyano-substituted olefins and chromones due to the abundance of easily accessible starting materials possessing diverse substituent groups. In the part of experimental materials, we found many familiar compounds, such as 2-Bromonicotinaldehyde(cas: 128071-75-0Application of 128071-75-0)
2-Bromonicotinaldehyde(cas: 128071-75-0) belongs to pyridine. In industry and in the lab, pyridine is used as a reaction solvent, particularly when its basicity is useful, and as a starting material for synthesizing some herbicides, fungicides, and antiseptics.Application of 128071-75-0