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Synthesis of anionic phosphorus-containing heterocycles by intramolecular cyclizations involving N-functionalized phosphinecarboxamides

Abstract:

We report that the 2-phosphaethynolate anion (PCO) reacts with propargylamines in the presence of a proton source to afford novel N-derivatized phosphinecarboxamides bearing alkyne functionalities. Deprotonation of these species gives rise to novel five- and six-membered anionic heterocycles resulting from intramolecular nucleophilic attack of the resulting phosphide at the alkyne functionality (via 5-exo-dig or 6-endo-dig cyclizations, respectively). Th...

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Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1002/chem.201500628

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Department:
Inorganic Chemistry
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Department:
Inorganic Chemistry
Publisher:
Wiley-VCH Verlag Publisher's website
Journal:
Chemistry - A European Journal
Volume:
21
Issue:
15
Pages:
5727-5731
Publication date:
2015-03-03
DOI:
EISSN:
1521-3765
ISSN:
0947-6539

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