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One‐Step Synthesis of the Benzocyclo[penta‐ to octa‐]isoindole Core
Author(s) -
Hu Yimin,
Yu Chenli,
Ren Dong,
Hu Qiong,
Zhang Lidong,
Cheng Dong
Publication year - 2009
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.200901246
Subject(s) - isoindole , regioselectivity , moiety , domino , chemistry , aryl , combinatorial chemistry , halide , organic chemistry , medicinal chemistry , stereochemistry , catalysis , alkyl
Three in one go : Unactivated dienes containing a cycloalkenyl moiety reacted with a range of substituted aryl halides in the presence of Pd(OAc) 2 /PPh 3 to afford fused polycyclic heterocycles (see scheme). Three carbon–carbon bonds are formed in this domino reaction, which involves highly regioselective CC coupling and CH functionalization steps. DMF= N , N ‐dimethylformamide; Bn=benzyl, Ts= p ‐toluenesulfonyl.