Yu Ming, Pagenkopf Brian L
Department of Chemistry and Biochemistry, The University of Texas at Austin, Austin, TX 78712, USA.
Org Lett. 2003 Dec 25;5(26):5099-101. doi: 10.1021/ol036180+.
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]
路易斯酸活化的供体-受体环丙烷与脂肪族、芳香族和α,β-不饱和腈发生新颖的级联[3 + 2]偶极环加成、脱水和互变异构反应序列,以中等至优异的总收率得到吡咯。这种经济高效且区域专一的方法非常适合用于制备组合文库。[反应:见正文]