Stereoselective Synthesis of (Z)‐4‐(2‐Bromovinyl)benzene‐sulfonyl Azide and Its Synthetic Utility for the Transformation to (Z)‐N‐[4‐(2‐Bromovinyl)benzenesulfonyl]imidates |
| |
| Authors: | Wensheng Zhang Chunxiang Kuang Qing Yang |
| |
| Institution: | 1. Department of Chemistry, Tongji University, Shanghai 200092, China;2. Department of Chemistry, Jiaozuo Teachers' College, Jiaozu, Henan 454001, China |
| |
| Abstract: | A novel method for the stereoselective synthesis of (Z)‐4‐(2‐bromovinyl)benzenesulfonyl azide by simultaneous azidation and debrominative decarboxylation of anti‐2,3‐dibromo‐3‐(4‐chlorosulfonylphenyl)propanoic acid using NaN3 only was developed. Facile transformation of (Z)‐4‐(2‐bromovinyl)benzenesulfonyl azide to (Z)‐N‐4‐ (2‐bromovinyl)benzenesulfonyl]imidates was also achieved by Cu‐catalyzed three‐component coulping of (Z)‐4‐(2‐bromovinyl)benzenesulfonyl azide, terminal alkynes and alcohols/phenols. |
| |
| Keywords: | sulfonyl azide (Z)‐arylvinyl bromide sulfonylimidate terminal alkyne three‐component reaction |
|
|
