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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 8, 1978 - Issue 7
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Original Articles

Synthesis of Dialkyl Phosphoroselenocyanatidates and Their Rearrangement to Dialkyl Phosphoroiso-selenocyanatidates

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Pages 473-481 | Received 05 Apr 1978, Published online: 05 Dec 2006
 

Abstract

The synthesis of diaryl and dialkyl phosphoroisoseleno-cyanatidates (I) has been described only recently1,2. However, their isomers, dialkyl or diaryl phosphoro-selenocyanatidates (II) are, to our knowledge, unknown. In our attempts of their synthesis we found that the preparation of II in the way analogous to the synthesis of the corresponding thiocyanatidates 3was not possible due to the inaccessibility of the 0,0-dineopentoxy-oxo-phosphoraneselenenyl chloride (III). Reaction of triethylamminium 0,0-dineopentyl-phosphoroselenoate (IVa) with sulphuryl chloride at -70[ddot]C in CH2Cl2 solution led

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