Synthesis and application of a new fluorous-tagged ammonia equivalent

Simon Dalsgaard Nielsen; Garrick Smith; Mikael Begtrup; Jesper Langgaard Kristensen

doi:10.1002/chem.200903178

Synthesis and application of a new fluorous-tagged ammonia equivalent

Simon Dalsgaard Nielsen, Garrick Smith, Mikael Begtrup, Jesper Langgaard Kristensen

Research output: Contribution to journal › Journal article › peer-review

13 Citations (Scopus)

Abstract

A novel fluorous-tagged ammonia equivalent has been developed. It is based on a nitrogen-oxygen bond, which can be cleaved in a traceless manner by a molybdenum complex or samarium diiodide. The application in the synthesis of ureas, amides, sulfonamides, and carbamates is described. The scope of the fluorous N--O linker is exemplified by the synthesis of itopride, a drug used for the treatment of functional dyspepsia. Itopride was synthesized with the aid of fluorous purification methods and the product was isolated in good overall yield, with high purity.

Original language	English
Journal	Chemistry: A European Journal
Volume	16
Issue number	15
Pages (from-to)	4557-4566
ISSN	0947-6539
DOIs	https://doi.org/10.1002/chem.200903178
Publication status	Published - 2010

Bibliographical note

Keywords: ammonia equivalents; cleavage reactions; flourous synthesis; itopride; molybdenum

Keywords

Former Faculty of Pharmaceutical Sciences

Access to Document

10.1002/chem.200903178

Cite this

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AU - Smith, Garrick

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AU - Kristensen, Jesper Langgaard

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