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Trapping σ‐Alkyl–Palladium(II) Intermediates with Arynes Encompassing Intramolecular C−H Activation: Spirobiaryls through Pd‐Catalyzed Cascade Reactions
Author(s) -
PérezGómez Marta,
GarcíaLópez JoséAntonio
Publication year - 2016
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.201607976
Subject(s) - aryne , intramolecular force , palladium , cascade , chemistry , catalysis , intermolecular force , alkyl , trapping , cascade reaction , combinatorial chemistry , stereochemistry , medicinal chemistry , photochemistry , organic chemistry , molecule , ecology , chromatography , biology
A palladium‐catalyzed cascade reaction based on the trapping of transient alkyl–Pd II intermediates with arynes encompassing a C−H activation step has been developed. This synthetic pathway gives rise to hetero‐spirocyclic scaffolds containing a biaryl motif, and opens up new synthetic strategies in the design of cascade reactions since it gathers several aspects of Pd chemistry, i.e., intra‐ and intermolecular carbopalladation of unsaturated species, C−H activation and C−C coupling processes.