27610-96-4

Upstream product

• 17150-62-8 N-benzyl-3-butenylamine 
• 86953-40-4 N-Benzyl-N-<(benzyloxy)carbonyl>-3-oxobutylamine 
• 143104-65-8 (E)-2-Methyl-but-2-enoic acid allyl-benzyl-amide 
• 86953-41-5 Benzyl-(3-hydrazono-butyl)-carbamic acid benzyl ester 
• 109911-47-9 C₁₂H₁₄ClNO 
• 3219-55-4 N-benzylmethacrylamide 
• 201230-82-2 carbon monoxide 
• 25411-73-8 diethyl diazomethylphosphonate 
• 93953-13-0 N-methyl-N-(phenylmethyl)-2-oxopropanamide 

Relevant academic research and scientific papers

Carbonylation (hydroformylation and hydrocarbalkoxylation) and enantioselective carbonylation of some methacrylic acid derivatives

The hydroformylation of methyl methacrylate (1) or t-butyl methacrylate (2) takes place with fair to good chemoselectivity, the regioselectivity depending on the catalyst precursor used.By contrast, methacrylonitrile (3), methacrylamide (4), and N-benzyl-methacrylamide (5) undergo hydroformylation followed by subsequent reactions.The formyl product formed is reduced to the corresponding 2-cyano-2-methylpropan-1-ol in the case of 3, and undergoes cyclization to 2-methyl-2,3-dehydrobutyrolactames for 4 and 5.Under conditions of hydrocarbalkoxylation in the presence of palladium catalysts, 4 gives 3-methylsuccinimide.In the enantioselective reactions, extents of asymmetric induction of about 20-50percent have been obtained.

Palladium-Catalysed Synthesis of α-Methylene γ-Butyrolactams via Cyclisation of Homoallylic Chloroformamides

3-Methylene 2-pyrrolidinones were prepared by intramolecular cyclisation of homoallylic chloroformamides catalysed by PdII or Pdo complexes.

Reactions of Alkylidenecarbenes Derived from N,N-Disubstituted-2-oxopropanamides: The Formation of 3-Pyrrol-2-ones and 2-Butynamides

Activation of C-H bonds toward insertion by an alkylidenecarbene was examined in the reaction of N,N-disubstituted-2-oxopropanamides with diethyl (diazomethyl)phosphonate under basic reaction conditions.The intermediate alkylidenecarbene expected to be fo

3-PYRROL-2-ONES FROM PYRUVAMIDES: MECHANISTIC AND SYNTHETIC ASPECTS

3-Pyrrol-2-ones, 4, and 2-butynamides, 5, are formed by reaction of N,N-dialkylated pyruvamides, 2, with diethyl (diazomethyl)phosphonate (1).The selectivity of the C-H insertion reaction to give 4 and the basis for it are discussed.

Palladium-Catalyzed Carbonylation. A New Synthesis of α-Methylene γ-, δ-, and ε-Lactams and -Lactones Including Bicyclic Lactams of Pyrrolizidine and Indolizidine Skeletons

The insertion of carbon monoxide into vinyl halides bearing the secondary amine or alcohol with a catalytic amount of Pd(OAc)2 and PPh3 was realized to give five-, six-, and seven-membered lactams and lactones carrying α-methylene groups in fairly good yields.Bicyclic heterocycles, pyrrolizidine and indolizidine derivatives, were also synthesized from pyrrolidine and piperidine derivatives possessing vinyl halide groups in the side chain at the 2-position of the ring by means of palladium-catalyzed carbonylation.