Synthesis of α-diazo-β-keto esters, phosphonates and sulfones via acylbenzotriazole-mediated acylation of a diazomethyl anion

We report a method for the synthesis of α-diazo-β-keto esters, phosphonates and sulfones via acylation of corresponding diazomethyl anions with N-acylbenzotriazoles. The N-o-amino-acylbenzotriazoles exhibited an unprecedented transphosphorylation reaction leading to diazoacetyl phenylphosphoramidate...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2015-12, Vol.13 (47), p.11567-1243
Main Authors: Pramanik, Mukund M D, Rastogi, Namrata
Format: Article
Language:English
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Summary:We report a method for the synthesis of α-diazo-β-keto esters, phosphonates and sulfones via acylation of corresponding diazomethyl anions with N-acylbenzotriazoles. The N-o-amino-acylbenzotriazoles exhibited an unprecedented transphosphorylation reaction leading to diazoacetyl phenylphosphoramidates.
ISSN:1477-0520
1477-0539
DOI:10.1039/c5ob01975c