A Mitsunobu reaction to functionalized cyclic and bicyclic <i>N</i>-arylamines

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ICR Authors

Authors

Gill, DM
Iveson, M
Collins, I
Jones, AM

Document Type

Journal Article

Date

2018-01-17

Date Accepted

2017-12-04

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.

Citation

TETRAHEDRON LETTERS, 2018, 59 (3), pp. 238 - 242 (5)

Source Title

Publisher

PERGAMON-ELSEVIER SCIENCE LTD

ISSN

0040-4039

eISSN

Research Team

Medicinal Chemistry 2

Notes