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Updated: Jan 6, 2026

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Access to functionalized benzo[b]fluorene/benzo[a]anthracene derivatives through TfOH-promoted tandem
Raj Kamal Sahoo1, Sourav Ghosh1, Asadujjaman Nur1
1Department of Chemistry, Jadavpur University, Kolkata 700 032, West Bengal, India. jumasish2004@yahoo.co.in.
Abstract:
We report a new and efficient protocol to access a series of functionalized benzo[b]fluorenes and benzo[a]anthracenes via triflic acid mediated tandem isomerization/cyclodehydration of formyl bearing 1-benzylidene-2,3-dihydroindene/1-benzylidene-tetrahydronaphthalene derivatives. A palladium-catalyzed intramolecular domino Heck-Suzuki coupling reaction of alkyne tethered 2-bromobenzene derivatives with 2-formyl phenylboronic acid was employed to obtain the precursor substrates. The key step, tandem isomerization/cyclodehydration, offers advantages such as metal-free and mild reaction conditions, easily accessible starting materials, broad substrate scope, and high yields of the desired products.
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