Boryl (Hetero)aryne Precursors as Versatile Arylation Reagents: Synthesis through CH Activation and Orthogonal Reactivity. (13th August 2015)

• Record Type: Journal Article
• Authors: Demory, Emilien; Devaraj, Karthik; Orthaber, Andreas; Gates, Paul J.; Pilarski, Lukasz T.
• Is Part Of: Angewandte Chemie. Volume 127:Number 40(2015)
• Page Start: 11931
• Page End: 11935
• Publication Date: 2015-08-13
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201503152
• Languages: English
• ISSNs: 0044-8249

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>(Pinacolato)boryl <italic>ortho</italic>‐silyl(hetero)aryl triflates are presented as a new class of building blocks for arylation. They demonstrate unique versatility by delivering boronate or (hetero)aryne reactivity chemoselectively in a broad range of transformations. This approach enables the unprecedented postfunctionalization of fluoride‐activated (hetero)aryne precursors, for example, as substrates in transition‐metal catalysis, and offers valuable new possibilities for aryl boronate postfunctionalization without the use of specialized protecting groups.</p> </abstract>