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Expanding the Diversity of Polycyclic Aromatics Through a Suzuki–Miyaura Cross‐Coupling Strategy
Author(s) -
Kotha Sambasivarao,
Lahiri Kakali
Publication year - 2007
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200600519
Subject(s) - chemistry , boronic acid , suzuki reaction , molecule , combinatorial chemistry , coupling reaction , coupling (piping) , catalysis , organic chemistry , computational chemistry , palladium , mechanical engineering , engineering
In recent years, Pd‐catalyzed Suzuki–Miyaura (SM) cross‐coupling reactions have revolutionized approaches to carbon–carbon bond formation. We have studied the application of SM coupling with several (ca. 16) complex molecular structures of particular relevance to scientists working at the interfaces of chemistry, biology, and materials sciences. In this regard, various structurally or biologically important polycyclic molecules (e.g., benzocrowns, C 3 ‐symmetric molecules, 9,10‐disubstituted anthracenes, and sulfones) and unusual amino acid derivatives have been modified by this reaction, while it has also been shown that allylation of aromatics through the use of a commercially available boronic acid ester by SM coupling under CsF/Pd 0 conditions is feasible. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)