Synthesis of Unsymmetrical Z‐Azo‐Arenes: Base‐Mediated 1,6‐Conjugate Addition of Arylhydrazine to  para ‐Quinone Methide | Zendy

Saikia Priyanka | Zendy; Chutia Kangkana | Zendy; Guha Ankur K | Zendy; Gogoi Pranjal | Zendy

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Synthesis of Unsymmetrical Z‐Azo‐Arenes: Base‐Mediated 1,6‐Conjugate Addition of Arylhydrazine to para ‐Quinone Methide

Author(s) -

Saikia Priyanka,

Chutia Kangkana,

Guha Ankur K,

Gogoi Pranjal

Publication year - 2025

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.202500003

Subject(s) - chemistry , quinone methide , conjugate , base (topology) , quinone , stereochemistry , medicinal chemistry , mathematical analysis , mathematics

Abstract A simple and straightforward method has been developed for the direct synthesis of unsymmetrical Z‐azo‐aryl compounds from p‐quinone methide ( p ‐QM) and arylhydrazine. This reaction strategy is executed in air under basic conditions and affords exclusively Z‐isomers in good yields with a broad substrate scope. The stereochemistry of our synthesized azo‐arenes has been confirmed by 2D‐NMR analyses.

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