945546-82-7Relevant academic research and scientific papers
Formation of benzo-fused carbocycles by formal radical cyclization onto an aromatic ring
Clive, Derrick L. J.,Sunasee, Rajesh
, p. 2677 - 2680 (2008/02/09)
Equation Presented An indirect method for effecting radical carbocyclization onto aromatic rings is described. Cross-conjugated dienones such as 13, readily prepared by Birch reduction of aromatic fert-butyl esters, in situ alkylation, and oxidation (10 → 11 → 12 → 13), undergo radical cyclization; the products (14) are aromatized by silylation, Saegusa oxidation, and treatment with BiCl3·H2O. A noteworthy feature of this route is that it provides opportunities to attach an additional substituent to the original aromatic ring.
