0000000000185915
AUTHOR
Rosa M. Giron
Leaving Group and Regioselectivity Switches in the Aminoalkylation Reaction of Indoles and Related Heterocycles with α-Amido Sulfones
The regioselective aminoalkylation of indoles and related heterocycles with α-amido sulfones under basic conditions has been studied. The reaction that employed the MeMgBr/MgBr2 system provided high yields of 3-(1-carbamoylalkyl)indoles. On the other hand, the reaction that used Cs2CO3 afforded 1-(1-carbamoylalkyl)indoles exclusively in high yields. The first reaction constitutes a switch of the leaving group of the α-amido sulfone in comparison to previously reported reactions between indoles and α-amido sulfones, which provided 3-(1-arylsulfonylalkyl)indoles. The second reaction constitutes a switch in the regioselectivity. The extensions of these C- and N-aminoalkylations starting from p…
ChemInform Abstract: Leaving Group and Regioselectivity Switches in the Aminoalkylation Reaction of Indoles and Related Heterocycles with α-Amido Sulfones.
Two methods are presented which allow the regioselective C- or N-aminoalkylation of indoles, pyrroles or azaindoles.