2014-79-1Relevant articles and documents
Dealkoxylation ofN-alkoxyamides without an external reductant driven by Pd/Al cooperative catalysis
Suzuki, Hirotsugu,Shiomi, Takahiro,Yoneoka, Kenji,Matsuda, Takanori
, p. 7545 - 7548 (2020)
Lewis acid-assisted palladium-catalysed dealkoxylation ofN-alkoxyamides has been developed. This reaction proceeded smoothly with a range ofN-alkoxyamides in the absence of an external reductant, thereby establishing a convenient and reductant-free protocol. In addition, a gram-scale reaction could be achieved. Preliminary mechanistic investigations indicated that β-hydrogen elimination from a palladium alkoxide intermediate generated an intramolecular hydride source.
Nucleophilic Substitution at the Tetracoordinated Phosphorus Atom. Reactivity of Amines towards Diphenyl Chlorophosphate in Acetonitrile
Solomoichenko,Sadovskii,Savelova,Piskunova,Popov
, p. 1434 - 1441 (2007/10/03)
Tertiary alkylamines, pyridines, and imidazoles catalyze the hydrolysis of diphenylchlorophosphate (acetonitrile, 25°C) by a nucleophilic mechanism with the rate-determining attack of an amine on the substrate. Primary and secondary alkyl and arylamines f
Synthese et reactions de N-acylphosphoramides apparentes aux ceto-4 diaza-1,3 phospholanes-2
Mulliez, Michel
, p. 1211 - 1218 (2007/10/02)
A new, general method, more efficient than previous ones, for the synthesis of N-acylphosphoramides 3, by reacting the silylated primary phosphoramides 2 with carboxylic chlorides is described (Figure 2).It is applied to the synthesis of precursors B and C and acyclic analogs D and E of the 4-keto 1,3-diaza, 2-phospholanes A (Figure 1). 3c (B) and 3a (C) lead to 15 (A) (Figure 5) and 17 (Figure 6) (A) in presence of sodium hydride, and hydrogen with palladium on charcoal as catalyst, respectively.Phosphorane 19 is formed from 3a and triphenylphosphine (Figure 6).D and E are not phosphorylating reagents but acylating ones.
