ipso-Nitrosation of arylboronic acids with chlorotrimethylsilane and sodium nitrite

…, L Gurung, PC Schmid, F Wang, TE Thomas, C Panja…

Index: Prakash, G.K. Surya; Gurung, Laxman; Schmid, Philipp Christoph; Wang, Fang; Thomas, Tisa Elizabeth; Panja, Chiradeep; Mathew, Thomas; Olah, George A. Tetrahedron Letters, 2014 , vol. 55, # 12 p. 1975 - 1978

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Abstract

Bearing a lone pair of electrons on nitrogen and a highly polarized N O double bond, nitroso compounds can act both as nucleophiles and electrophiles. Such dually reactive nature allows nitroso compounds to participate in many chemical transformations, 1 such as ene reactions, 2 nitroso aldol reactions, 3 coupling reactions with alkynes 4 and amines 5 and Grignard reactions. 6 Moreover, nitroso compounds have been exploited in various cycloaddition ...

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