By the same authors

From the same journal

General Procedures for the Lithiation/Trapping of N-Boc Piperazines

Research output: Contribution to journalArticle

Full text download(s)

Published copy (DOI)

Author(s)

Department/unit(s)

Publication details

JournalThe Journal of organic chemistry
DatePublished - 2 Jun 2017
Issue number13
Volume82
Number of pages9
Pages (from-to)7023-7031
Original languageEnglish

Abstract

In order to provide α-substituted piperazines for early-stage medicinal chemistry studies, a simple, general synthetic approach is required. Here, we report the development of two general and simple procedures for the racemic lithiation/trapping of N-Boc piperazines. Optimum lithiation times have been determined using in situ IR spectroscopy and the previous complicated and diverse literature procedures have been simplified. Subsequent trapping with electrophiles delivered a wide range of α-functionalised N-Boc piperazines. The scope and limitations of the distal N-group has been investigated. The selective α- and β- arylation of N-Boc piperazines via lithiation/Negishi coupling is reported.

Bibliographical note

© 2017 American Chemical Society. This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. Further copying may not be permitted; contact the publisher for details

    Research areas

  • Journal Article

Discover related content

Find related publications, people, projects, datasets and more using interactive charts.

View graph of relations