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Updated: Jun 19, 2026

Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
Substituted 1,4-benzoxazepines, 1,5-benzoxazocines, and N- and S-variants
Janjira Rujirawanich1, Timothy Gallagher
1School of Chemistry, University of Bristol, Bristol BS8 1TS, UK.
Abstract:
Nucleophilic cleavage of enantiomerically pure 1,2-cyclic sulfamidates with phenol, aniline, and thiophenol nucleophiles, followed by a Mitsunobu reaction, including use of a o-quinomethide variant of this process, provides an entry to substituted 1,4-tetrahydrobenzoxazepines, benzothiazepines, and benzodiazepines. Application of this methodology to 1,3-cyclic sulfamidates affords a parallel entry to the analogous substituted 1,5-benzoxazocines and 1,5-benzodiazocines.
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