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Sequential Cross‐Coupling/Annulation of ortho ‐Vinyl Bromobenzenes with Aromatic Bromides for the Synthesis of Polycyclic Aromatic Compounds
Author(s) -
Wei Dong,
Li MengYao,
Zhu BinBin,
Yang XiaoDi,
Zhang Fang,
Feng ChenGuo,
Lin GuoQiang
Publication year - 2019
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.201910792
Subject(s) - chemoselectivity , annulation , regioselectivity , chemistry , aromaticity , organic chemistry , combinatorial chemistry , molecule , catalysis
A sequential cross‐coupling/annulation of ortho ‐vinyl bromobenzenes with aromatic bromides was realized, providing a direct and modular approach to access polycyclic aromatic compounds. A vinyl‐coordinated palladacycle was proposed as the key intermediate for this sequential process. Excellent chemoselectivity and regioselectivity were observed in this transformation. The practicability of this method is highlighted by its broad substrate scope, excellent functional group tolerance, and rich transformations associated with the obtained products.