ipso-Nitrosation of arylboronic acids with chlorotrimethylsilane and sodium nitrite

Nitroso compounds are versatile reagents in synthetic organic chemistry. Herein, we disclose a feasible protocol for the ipso-nitrosation of aryl boronic acids using chlorotrimethylsilane–sodium nitrite unison as nitrosation reagent system.

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Bibliographic Details
Published in:Tetrahedron letters 2014-03, Vol.55 (12), p.1975-1978
Main Authors: Prakash, G.K. Surya, Gurung, Laxman, Schmid, Philipp Christoph, Wang, Fang, Thomas, Tisa Elizabeth, Panja, Chiradeep, Mathew, Thomas, Olah, George A.
Format: Article
Language:English
Subjects:
Aromatic compounds
Boronic acids
Chlorotrimethylsilane
ipso-Nitrosation
Nitrites
Nitroso compounds
Nitrosoarenes
Organic chemistry
Regioselectivity
Sodium nitrite
Tetrahedrons
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Description
Summary:Nitroso compounds are versatile reagents in synthetic organic chemistry. Herein, we disclose a feasible protocol for the ipso-nitrosation of aryl boronic acids using chlorotrimethylsilane–sodium nitrite unison as nitrosation reagent system.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2014.01.138