A Mitsunobu reaction to functionalized cyclic and bicyclic N-arylamines

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  • Manchester Metropolitan University
  • The Institute of Cancer Research


The scope of an unexpected Mitsunobu cyclisation to prepare N-arylated Fsp3-enriched azacycles was investigated. In the current study, we have identified whether a pKa-dependent Mitsunobu cyclodehydration or a pKa-independent Mitsunobu intramolecular reaction was in operation. A Mitsunobu reaction, creating a leaving group, followed by intramolecular nucleophilic displacement was determined to be the dominant pathway.


Original languageEnglish
JournalTetrahedron Letters
Issue number3
Early online date6 Dec 2017
Publication statusPublished - 17 Jan 2018


  • mitsunobu , cyclodehydration , nucleophilic aromatic substitution , intramolecular , cyclisation