The Pyridyldiisopropylsilyl Group: A Masked Functionality and Directing Group for Monoselective ortho??Acyloxylation and ortho??Halogenation Reactions of Arenes

C Huang, N Chernyak, AS Dudnik…

Index: Huang, Chunhui; Chernyak, Natalia; Dudnik, Alexander S.; Gevorgyan, Vladimir Advanced Synthesis and Catalysis, 2011 ,  vol. 353,  # 8  p. 1285 - 1305

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Citation Number: 48

Abstract

Abstract A novel, easily removable and modifiable silicon-tethered pyridyldiisopropylsilyl directing group for C [BOND] H functionalizations of arenes has been developed. The installation of the pyridyldiisopropylsilyl group can efficiently be achieved via two complementary routes using easily available 2-(diisopropylsilyl) pyridine (5). The first strategy features a nucleophilic hydride substitution at the silicon atom in 5 with aryllithium ...