A powerful new strategy for diversity-oriented synthesis of pyrroles from donor-acceptor cyclopropanes and nitriles.
Lewis acid activated donor-acceptor cyclopropanes react with aliphatic, aromatic, and alpha,beta-unsaturated nitriles in a novel cascade [3 + 2] dipolar cycloaddition, dehydration, and tautomerization sequence to afford pyrroles in moderate to excellent overall yield. This cost-effective and regiospecific method is ideally suited for the preparation of combinatorial libraries. [reaction: see text]
Yu
Ming
M
Department of Chemistry and Biochemistry, The University of Texas at Austin, Austin, TX 78712, USA.
Pagenkopf
Brian L
BL