81374-63-2Relevant academic research and scientific papers
α-Substituted Phosphonates. 37. Derivatives of α-Pyrrolomethanephosphonic Acid and N-Vinylpyrroles
Gross, H.,Beisert, S.,Costisella, B.
, p. 877 - 886 (2007/10/02)
Diethyl α-aminomethanephosphonate 5a and its α-aryl derivatives 5b-d react with 2,5-diethoxytetrahydrofuran 1 to give diethyl α-pyrrolomethanephosphonate 9a and the α-aryl derivatives 9b-d, respectively.The pyrrolo derivatives 9 can be converted into the lithium salts 15 and 16, respectively, which with carbonyl compounds undergo the Horner reaction yielding E/Z mixtures of N-vinylpyrroles 18.In certain cases the intermediate of the Horner reaction, the β-hydroxyphosphonate, 17 can be isolated.The pyrrolo-analogue of stilbene, 18a, is formed only as E-isomer.On treating the lithium salts 15 and 16 with 9 or with alkyl halides α-C-alkylated pyrrolophosphonates 22 and 23, respectively, are obtained.
