Skeletal rearrangement of all-carbon spiro skeletons mediated by a Lewis acid

摘要

Mediated by AlCl_3, substituted spiro[4.5]deca-tetraenes underwent novel and selective skeletal rearrangement to generate indene derivatives in high to excellent yields. Selective carbon-carbon bond and carbon-hydrogen bond cleavage reactions are of great importance both fundamentally and practically. Achievements in these areas have been much more realized in a wide variety of functionalized or highly active compounds than in those unfunctionalized or thermo-dynamically stable systems, probably due to the extreme difficulty to cut C-C or C-H bonds without any mediation or facilitation by active substituents or special structures.