Magnesiation employing Grignard reagents and catalytic amine. Application to the functionalization of N-phenylsulfonylpyrrole.
[reaction: see text] N-Phenylsulfonylpyrrole 1 is magnesiated by treatment with isopropylmagnesium chloride and catalytic diisopropylamine. Reaction with various electrophiles, including palladium-catalyzed aryl- and heteroaryl cross-coupling, provides 2-substituted phenylsulfonylpyrroles in moderate to good yields.
Dinsmore
Andrew
A
Molecular Sciences Institute, School of Chemistry, University of the Witwatersrand, PO Wits, 2050, South Africa. andy@aurum.wits.ac.za
Billing
David G
DG
Mandy
Karen
K
Michael
Joseph P
JP
Mogano
Daniel
D
Patil
Shivaputra
S