An open-and-shut strategy: preparation of benzo-fused indanes by ring-opening of a vinylogous acyl triflate and metal-catalyzed Asao-Yamamoto benzannulation

作者：Jones David M; Dudley Gregory B^*

来源：Tetrahedron, 2010, 66(26): 4860-4866.

DOI：10.1016/j.tet.2010.03.014

• Vinylogous acyl triflates
• Benzannulation
• Indane
• Fragmentation
• 2-Iodophenyllithium

A two-step strategy for the synthesis of benzo-fused indanes is outlined herein. The strategy draws on two independent methodologies: the tandem addition/fragmentation of vinylogous acyl triflates (VATs) and the intramolecular benzannulation of o-alkynylphenyl ketones. Reduction of this strategy to practice involves the use of aryltriazenes as masked aryl iodides; a synthetic equivalent of 2-iodophenyllithium is featured. Benzo-fused indanes are prepared efficiently and in high yield.

• 出版日期2010-6-26