Autor: P. Mukhaiimana, Alexei D. Averin, Kazankova Marina A, Nikolay V. Lukashev, Irina P. Beletskaya, Anatolii A. Borisenko
Rok vydání: 2002
Předmět:
Zdroj: Russian Journal of Organic Chemistry. 38:792-801
ISSN: 1070-4280
DOI: 10.1023/a:1020330918993
Popis: Reaction of P-chloro-, P-bromo-, and P-iodoiminophosphines with 1-alkoxyacetylenes proceeds as an electrophilic regioselective addition across the triple bond with conservation of biscoordinate phosphorus providing 1-aza-2-phosphabutadienes. The stereochemistry of the resulting product depends on the character of the alkyl and alkoxy substituents in the alkyne, on the halogen in the iminophosphine, on the polarity of the solvent and the concentration of reagents. The azaphosphabutadienes easily enter into [2+1]-cycloaddition with the second equiv of alkyne to furnish P-alkenyl-substituted phosphirenes. They also add hydrogen halides to the P = N bond forming acyl halides of alkenylphosphonous acids amides. The possibility of Z/E-isomerization of the alkenyl moiety in all the compounds synthesized was investigated.
Databáze: OpenAIRE
Externí odkaz: