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Updated: Sep 24, 2025

Preparation of N-2-alkoxyvinylsulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
One-pot synthesis and property study on thieno[3,2-b]furan compounds
Weimin Ma1, Jiawei Huang1, Chao Li1
1School of Chemical Sciences, University of Chinese Academy of Sciences Beijing 100049 P. R. China libl@ucas.ac.cn qiting@ucas.ac.cn.
A novel one-pot synthesis for benzo[4,5]thieno[3,2-b]benzofurans (BTBFs) was achieved using Suzuki and Ullmann coupling reactions. This optimized method provides moderate to good yields for various substrates.
Area of Science:
- Organic Chemistry
- Synthetic Chemistry
- Heterocyclic Chemistry
Background:
- Benzo[4,5]thieno[3,2-b]benzofurans (BTBFs) are important heterocyclic compounds with potential applications.
- Efficient synthetic routes for BTBFs are crucial for further research and development.
Purpose of the Study:
- To develop a novel, efficient one-pot synthetic method for benzo[4,5]thieno[3,2-b]benzofurans (BTBFs).
- To optimize reaction conditions for maximizing yield and substrate scope.
Main Methods:
- Regioselective intermolecular Suzuki coupling followed by intramolecular Ullmann C-O coupling.
- Optimization of catalysts (Pd(PPh3)4, CuTc), solvent (tert-butanol), base (K3PO4·3H2O), and reaction time.
Main Results:
- A one-pot synthesis for BTBFs was successfully developed.
- Optimized conditions yielded moderate to good yields, up to 70%, for various substrates.
- The reaction utilized low catalyst loadings (2 mol% Pd(PPh3)4 and 2 mol% CuTc).
Conclusions:
- The developed one-pot strategy offers an efficient route to BTBFs.
- The optimized conditions are effective for a range of substrates.
- This method provides a valuable tool for synthesizing BTBF derivatives.
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