Direct Conversion of Ethyl Ketone to Alkyl Ketone via Chelation-Assisted Rhodium(I)-Catalyzed Carbon–Carbon Bond Cleavage: Ligands Play an Important Role in the Inhibition of β-Hydrogen Elimination
作者:Shutao Wu、Siyuan Luo、Weijie Guo、Tao Wang、Qingxiao Xie、Jianhui Wang、Guiyan Liu
DOI:10.1021/acs.organomet.8b00309
日期:2018.7.23
Quinolinone derivatives were synthesized by exchanging the ethyl group of 1-(quinolin-8-yl)propan-1-one with substituted styrenes via group-directed carbon–carbon bond cleavage. A series of substituted styrenes were reacted with 1-(quinolin-8-yl)propan-1-one for the production of various substituted 3-phenyl-1-(quinolin-8-yl)propan-1-ones in medium and good yields. The catalytic system combining [Rh(COD)Cl]2
通过基团定向的碳-碳键裂解,将1-(喹啉-8-基)丙-1-酮的乙基与取代的苯乙烯交换,从而合成喹啉酮衍生物。使一系列取代的苯乙烯与1-(喹啉-8-基)丙-1-酮反应,在中等和良好的条件下生产各种取代的3-苯基-1-(喹啉-8-基)丙-1-酮。产量。对于这些转化而言,将[Rh(COD)Cl] 2(5.0 mol%)与Et 3 N(2.5当量)和1,3-双(二苯基膦基)丙烷(10 mol%)结合在一起的催化体系是最佳的。