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Fourfold Suzuki–Miyaura and Sonogashira Cross‐Coupling Reactions on Tetrahedral Methane and Adamantane Derivatives
Author(s) -
Schilling Christine I.,
Plietzsch Oliver,
Nieger Martin,
Muller Thierry,
Bräse Stefan
Publication year - 2011
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.201001567
Subject(s) - sonogashira coupling , chemistry , adamantane , tetrahedron , coupling reaction , methane , combinatorial chemistry , organic chemistry , stereochemistry , catalysis , palladium , crystallography
Abstract An efficient way to generate a series of rigid tetrahedral organic building units from common methane and adamantane precursors is presented. Suzuki–Miyaura and Sonogashira cross‐coupling reactions are used to effectively generate these shape‐persistent molecular tectons. Especially theSonogashira reactions employing the readily available tetrahedral alkynes and commercial iodides and bromides are very effective.