77527-97-0

Upstream product

• 121817-36-5 (2E)-3-phenyl-N-[(E)-2-phenylvinyl]acrylamide 
• 74-88-4 methyl iodide 
• 96-09-3 styrene oxide 
• 68579-60-2 2-(methylamino)-1-phenylethanol 
• 33066-20-5 (E)-1-isocyanato-2-phenylethene 
• 757967-41-2 (2E)-3-phenyl-N-[2-phenyl-1-(phenylsulfonyl)ethyl]acrylamide 
• 757967-40-1 (2E)-3-phenyl-N-[2-phenyl-1-(phenylthio)ethyl]acrylamide 
• 757967-42-3 (2E)-N-(1-hydroxy-2-phenylethyl)-3-phenylacrylamide 
• 122-78-1 phenylacetaldehyde 
• 621-79-4 cinnamamide 
• 77527-98-1 N-methyl-N-(β-hydroxy-β-phenyl)ethylcinnamide 

Relevant academic research and scientific papers

Synthesis of botryllamides and lansiumamides via ruthenium-catalyzed hydroamidation of alkynes

Ruthenium-catalyzed hydroamidations of alkynes allow a concise synthetic entry to both E- and Z-configured enamide natural products. This was demonstrated by the synthesis of botryllamides C and E, lansiumamides A and B, and lansamide I in 1-3 steps and 57-98% yield from simple, commercially available precursors. Georg Thieme Verlag Stuttgart New York.

Synthesis of enamides from aldehydes and amides

A range of double unsaturated amides (15, 19, and 21), obtained by cross-coupling reactions was reacted with aldehydes to hemiaminals. Heating the hemiaminals in the presence of Ac2O and pyridine affected clean conversion to the corresponding enamides, such as 42, 45, and 47. Alternatively, N,S-acetals were prepared which were oxidized to the sulfones. Treatment with base also gave the enamides, favoring the cis-isomer. However, this method is less general. Application of these methods led to the natural products lansiumamide-A (30_cis), lansiumamide-I (31) and lansiumamide-B (32).

Unsaturated enamides via organometallic addition to isocyanates: The synthesis of Lansamide-I, Lansiumamides A-C and SB-204900

Styryl Grignard addition to vinyl isocyanates is employed to prepare the naturally occurring enamides Lansamide-I, Lansiumamides A and B, and SB- 204900; the synthesis of Lansiumamide C is also reported. (C) 2000 Elsevier Science Ltd.

Chemical Constituents of Clausena lansium: Part I-Structure of Lansamide-I and Lansine

From the leaves of Clausena lansium, β-sitosterol, heptaphylline, lansamide-I and lansine have been isolated.Based on physicochemical studies, the structures of lansamide-I and lansine have been established as N-methyl-N-styrylcinnamide (1) and 3-formyl-2