120413-62-9Relevant academic research and scientific papers
Reactivity and Selectivity of N-Vinylic λ5-Phosphazenes towards Electrophiles. Synthesis of 2-Aza-1,3-dienes
Barluenga, Jose,Ferrero, Miguel,Palacios, Francisco
, p. 2193 - 2197 (2007/10/02)
The reactivity of the P=N double bond of the N-vinylic λ5-phosphazene (1) towards several electrophiles is reported.Intermolecular aza-Wittig reaction of λ5-phosphazene (1) with aldehydes, phenyl isocyanate, and acid anhydrides leads to ethoxycarbonyl 2-aza-1,3-dienes (3), conjugated carbodi-imides (4), and N-protected amino acrylic acid derivatives (5), respectively, while the 2-azahexa-1,3,5-triene (8) and also the pyridine (7) are obtained when dienyl λ5-phosphazenes (6) are used.Reaction of λ5-phosphazene (1) with methyl iodide and acetyl chloride leads to N-alkylated (10) and N-acylated derivatives (11), respectively.Treatment of compound (11) in the presence of amino derivatives affords 1-amino-2-azabuta-1,3-dienes (14).
AN EFFICIENT AND MILD CONDITIONS SYNTHESIS OF 2-AZA-1,3-DIENES FROM PHOSPHA-λ5-AZANES.
Barluenga, Jose,Ferrero, Miguel,Palacios, Francisco
, p. 4863 - 4864 (2007/10/02)
Aza-Wittig reaction of N-acrylic phospha-λ5-azanes with aldehydes gives 3-ethoxycarbonyl 2-aza-1,3-dienes in very high yields.
