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Rhodium‐Catalyzed Cascade Reaction: Aryl Addition/Intramolecular Esterification to Access 3‐Aryl and 3‐Alkenyl Phthalides
Author(s) -
Ye Zhishi,
Lv Guanglei,
Wang Wenhui,
Zhang Manli,
Cheng Jiang
Publication year - 2010
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.201000302
Subject(s) - intramolecular force , aryl , rhodium , chemistry , catalysis , medicinal chemistry , organic chemistry , cascade , combinatorial chemistry , alkyl , chromatography
First one and then the other : A rhodium‐catalyzed addition of aryl and alkenyl boronic acids to phthalaldehyde and subsequent intramolecular esterification is described (see scheme; cod=1,5‐cyclooctadiene, dppb=1,4‐bis(diphenylphosphino)butane). The method is facile and practical for accessing 3‐aryl and 3‐alkenyl phthalides in moderate to good yields. Several functional groups are tolerated under the reaction conditions.