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Benzannulated Bicycles by Three‐Component Aryne Reactions
Author(s) -
Allan Kevin M.,
Gilmore Christopher D.,
Stoltz Brian M.
Publication year - 2011
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.201100911
Subject(s) - aryne , component (thermodynamics) , computer science , chemistry , scheme (mathematics) , content (measure theory) , combinatorial chemistry , information retrieval , medicinal chemistry , mathematics , physics , mathematical analysis , thermodynamics
Triple crown : A pair of three‐component coupling reactions between arynes, isocyanides, and either activated alkynes or phenyl esters generates unusual iminoindenones or phenoxy iminoisobenzofurans (see scheme), the latter of which may be advanced to o ‐ketobenzamides by performing direct hydrolysis. The synthetic utility of these compounds is demonstrated in a rapid preparation of substituted dibenzoketocaprolactams.