Gold-Catalyzed Synthesis of 1-Naphthylcarbenoids and Their Synthetic Utilization in Cyclopropanation Reactions

摘要

1-Naphthylcarbenoids are generated via 1,2-acyl migration and subsequent carbene shift from simple, easily available diyne starting materials. These highly reactive species were allowed to react with differently substituted alkenes in both in-termolecular and intramolecular fashions. In the in-termolecular cases even a simple 1:1 ratio of the starting materials delivered the corresponding cy-clopropylnaphthalenes in high yields by the use of a gold(III) catalyst. The methodology offers a completely new approach to these valuable targets, the new route represents an efficient alternative to common methods that are based on cross-coupling strategies.