Investigations in 2,3′-biquinoline series 24. Synthesis of 3-hetarylquinolines and their 1,4-dihydro derivatives under conditions of the Vilsmeier reaction
摘要:
Methods have been developed for the synthesis of 2,3'-biquinolines, their 1',4'-dihydro derivatives, 3-pyrid-2-ylquinolines, and 3-pyrazin-2-ylquinoline based on the interaction of hetarylethylenes and vinyl butyl ether with imidoyl chlorides and Vilsmeier complexes. Using the example of the synthesis of 3-hetarylquinolines and their dihydro derivatives the synthetic possibilities of the Vilsmeier method were shown for creating various bonds in different quinoline nuclei of the bisheterocyclic system.
Synthesis of 4-Hetarylisoxazoles from Amino Acid-Derived Halogenoximes and Push-Pull Enamines
作者:Bohdan A. Chalyk、Kateryna V. Hrebeniuk、Konstantin S. Gavrilenko、Irene B. Kulik、Alexander B. Rozhenko、Dmitriy M. Volochnyuk、Oleksandr S. Liashuk、Oleksandr O. Grygorenko
DOI:10.1002/ejoc.201800753
日期:2018.11.1
Reaction of chloroximes with protected amino group and enamines bearing electron‐withdrawing groups at the β position (i.e. push‐pull enamines) under basic conditions led to 3,4‐disubstituted isoxazole derivatives bearing hetaryl, nitro, or difluoroacetyl group at the 4th position.