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9‐Stannafluorenes: 1,4‐Dimetal Equivalents for Aromatic Annulation by Double Cross‐Coupling
Author(s) -
Nagao Ikuhiro,
Shimizu Masaki,
Hiyama Tamejiro
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.200903779
Subject(s) - annulation , chemistry , palladium , aromaticity , stereochemistry , combinatorial chemistry , organic chemistry , catalysis , molecule
Double or nothing ! A straightforward and high‐yielding approach to a variety of polycyclic aromatic hydrocarbons has been achieved through palladium‐catalyzed annulation of 9,9‐dimethyl‐9‐stannafluorenes and dithienostannole with 1,2‐dihaloarenes (see scheme). In addition, 1,1‐dibromo‐1‐alkenes can also be applied to this annulation to produce dibenzofulvenes in excellent yields.