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Synthesis of All‐Carbon Quaternary Centers by Palladium‐Catalyzed Olefin Dicarbofunctionalization
Author(s) -
Koy Maximilian,
Bellotti Peter,
Katzenburg Felix,
Daniliuc Constantin G.,
Glorius Frank
Publication year - 2020
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201911012
Subject(s) - oxindole , palladium , catalysis , olefin fiber , quaternary carbon , chemistry , alkyl , aryl , carbon fibers , cascade , organic chemistry , combinatorial chemistry , enantioselective synthesis , materials science , composite number , composite material , chromatography
The redox‐neutral dicarbofunctionalization of tri‐ and tetrasubstituted olefins to form a variety of (hetero)cyclic compounds under photoinduced palladium catalysis is described. This cascade reaction process was used to couple styrenes or acryl amides with a broad range of highly decorated olefins tethered to aryl or alkyl bromides (>50 examples). This procedure enables one or two contiguous all‐carbon quaternary centers to be formed in a single step. The products could be readily diversified and applied in the synthesis of a bioactive oxindole analogue.