A Mitsunobu reaction to functionalized cyclic and bicyclic N-arylamines

Research output: Contribution to journalArticlepeer-review

Authors

Colleges, School and Institutes

External organisations

  • Manchester Metropolitan University
  • The Institute of Cancer Research

Abstract

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.

Details

Original languageEnglish
JournalTetrahedron Letters
Volume59
Issue number3
Early online date6 Dec 2017
Publication statusPublished - 17 Jan 2018

Keywords

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