One‐Step Synthesis of the Benzocyclo[penta‐ to octa‐]isoindole Core | Zendy

Hu Yimin | Zendy; Yu Chenli | Zendy; Ren Dong | Zendy; Hu Qiong | Zendy; Zhang Lidong | Zendy; Cheng Dong | Zendy

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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.

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