Abstract
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
Letters in Organic Chemistry
Title: TMSCl-NaI-MeCN Reagent Mediated Simple Two-Step Synthesis of Phenolic Benzosultams
Volume: 5 Issue: 6
Author(s): Rui Wang, Fang Fang, Long-Qian Tang and Zhao-Peng Liu
Affiliation:
Keywords: Polyphenols, TMSCl/NaI/MeCN, cyclization, benzosultams, sulfonamides
Abstract: 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.
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Cite this article as:
Wang Rui, Fang Fang, Tang Long-Qian and Liu Zhao-Peng, TMSCl-NaI-MeCN Reagent Mediated Simple Two-Step Synthesis of Phenolic Benzosultams, Letters in Organic Chemistry 2008; 5 (6) . https://dx.doi.org/10.2174/157017808785740426
DOI https://dx.doi.org/10.2174/157017808785740426 |
Print ISSN 1570-1786 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6255 |
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