Synthesis and Rearrangement of N-PIII-Phosphorylated Carboxylic Acid Amides |
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| Authors: | D. M. Malenko L. I. Nesterova A. D. Sinitsa |
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| Affiliation: | Institute of Organic Chemistry, National Academy of Sciences , 5 Murmanskaya St, KIEV, 252660, UKRAINE |
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| Abstract: | Abstract Reactions of carboxylic acid lactams with tervalent phosphorus chlorides, leading to N- and/or O- derivatives have been investigated. Synthetic methods for imidoylphosphites and phosphonates, mono- and bisphosphorylated azadienes have been developed. Prototropic migrations in azaallylic triad, phosphorus atom migrations in N-C-O triad and imidoylphosphite-imidoylphosphonate rearrangement were found. It was encountered, that chlorination of amidophosphites containing one to three trihalogen acetamide groups is accompanied by chlorine or N-acylamide group shift and leads to cyclic and spirocyclic phosphoranes with 1,3,2-5-oxazaphosphetanic cycle. |
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