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Letters in Organic Chemistry


ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

TMSCl-NaI-MeCN Reagent Mediated Simple Two-Step Synthesis of Phenolic Benzosultams

Author(s): Rui Wang, Fang Fang, Long-Qian Tang and Zhao-Peng Liu

Volume 5, Issue 6, 2008

Page: [461 - 463] Pages: 3

DOI: 10.2174/157017808785740426

Price: $65


A novel simple two-step synthesis of phenolic benzosultams is first reported. o-Lithiation of N-Boc-otoluenesulfonamide followed by reaction with methoxybenzaldehydes gave carbinol sulfonamides, which were converted to the cyclic phenolic compounds via TMSCl/NaI/MeCN reagent mediated sequence involving N-deprotective cyclization and O-demethylation.

Keywords: Polyphenols, TMSCl/NaI/MeCN, cyclization, benzosultams, sulfonamides

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