Primary Sulfonamide Synthesis Using the Sulfinylamine Reagent N -Sulfinyl- O -( tert -butyl)hydroxylamine, t -BuONSO.

Autor:	Davies TQ; Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, OX1 3TA, U.K., Tilby MJ; Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, OX1 3TA, U.K., Skolc D; UCB, Chemin du Foriest, Braine-l'Alleud, Belgium., Hall A; UCB, Chemin du Foriest, Braine-l'Alleud, Belgium., Willis MC; Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, OX1 3TA, U.K.
Jazyk:	angličtina
Zdroj:	Organic letters [Org Lett] 2020 Dec 18; Vol. 22 (24), pp. 9495-9499. Date of Electronic Publication: 2020 Nov 25.
DOI:	10.1021/acs.orglett.0c03505
Abstrakt:	Sulfonamides have played a defining role in the history of drug development and continue to be prevalent today. In particular, primary sulfonamides are common in marketed drugs. Here we describe the direct synthesis of these valuable compounds from organometallic reagents and a novel sulfinylamine reagent, t -BuONSO. A variety of (hetero)aryl and alkyl Grignard and organolithium reagents perform well in the reaction, providing primary sulfonamides in good to excellent yields in a convenient one-step process.
Databáze:	MEDLINE
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