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 | Zendy

Zhang Wensheng | Zendy; Kuang Chunxiang | Zendy; Yang Qing | Zendy

Premium

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

Author(s) -

Zhang Wensheng,

Kuang Chunxiang,

Yang Qing

Publication year - 2009

Publication title -

chinese journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.28

H-Index - 41

eISSN - 1614-7065

pISSN - 1001-604X

DOI - 10.1002/cjoc.200990291

Subject(s) - chemistry , azide , stereoselectivity , decarboxylation , sulfonyl , benzene , phenols , transformation (genetics) , stereochemistry , medicinal chemistry , combinatorial chemistry , organic chemistry , catalysis , alkyl , biochemistry , gene

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 NaN 3 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.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research