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Synthesis and Application of a New Fluorous‐Tagged Ammonia Equivalent
Author(s) -
Nielsen Simon D.,
Smith Garrick,
Begtrup Mikael,
Kristensen Jesper L.
Publication year - 2010
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200903178
Subject(s) - yield (engineering) , chemistry , ammonia , combinatorial chemistry , samarium , molybdenum , organic chemistry , linker , materials science , computer science , metallurgy , operating system
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 NO 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.