207350-09-2

Usage

Uses

Used in Pharmaceutical Industry:
(2Z)-N-(1,3-benzodioxol-5-ylmethyl)-N-tert-butyl-3-(phenylsulfinyl)prop-2-enamide is used as a potential pharmaceutical compound for its unique structure and functional groups. The presence of the benzodioxol ring and the phenylsulfinyl group may contribute to its interaction with biological targets, making it a candidate for the development of new drugs.
Used in Organic Synthesis:
In the field of organic synthesis, (2Z)-N-(1,3-benzodioxol-5-ylmethyl)-N-tert-butyl-3-(phenylsulfinyl)prop-2-enamide can be utilized as a building block or intermediate in the synthesis of more complex organic molecules. Its unique structure may allow for the creation of novel compounds with specific properties and applications.
Further research is necessary to fully understand the specific properties and potential uses of (2Z)-N-(1,3-benzodioxol-5-ylmethyl)-N-tert-butyl-3-(phenylsulfinyl)prop-2-enamide, as its complex nature and the presence of multiple functional groups suggest a wide range of possible applications.

Upstream product

• 207350-17-2 benzo[1,3]dioxol-5-ylmethyl-tert-butylamine 
• 120-57-0 piperonal 

Relevant academic research and scientific papers

Additive and Vinylogous Pummerer Reactions of Amido Sulfoxides and Their Use in the Preparation of Nitrogen Containing Heterocycles

The α-thiocarbocation generated from the Pummerer reaction of N-methyl-N-phenyl-2-[2-(toluene-4-sulfinyl)phenyl]acetamide undergoes Friedel-Crafts reaction at the γ-carbon with the tethered aromatic ring. Reductive removal of the phenylthio group from the resulting product using Raney nickel occurs in high yield, and the overall reaction represents a new method for the synthesis of a variety of 3-phenyl-substituted oxindoles. Treatment of the related N-benzyl-N-alkyl amido sulfoxide system with trifluoroacetic anhydride affords tetrahydroisoquinolone derivatives. The product distribution encountered coincides with the rotamer population of the starting amide. When the N-benzyl-N-methyl amide is used, only the normal Pummerer product is formed. In this case, the thionium ion is generated in the wrong conformation for π-cyclization to occur. The corresponding N-tert-butyl amido system, however, exists in a geometric orientation which places the benzylic group in the crucial conformation necessary for π-cyclization, and consequently, the reaction proceeds smoothly. Related cyclization reactions occur in good yield with the corresponding furanyl and cyclohexenyl N-tert-butyl amido sulfoxides. The additive Pummerer reaction of 3-phenylsulfinyl-N-benzyl-N-tert-butylacrylamide gave products derived from both 5- and 6-exo trig cyclizations. Intramolecular electrophilic aromatic substitution via six-membered ring closure ultimately afforded a dihydropyridone. The competitive process involving ipso attack of the aromatic ring on the thionium ion generates a spiro cyclohexadienyl cation that undergoes fragmentation of the adjacent σ-bond. The resulting acyl iminium ion is converted to N-tert-butyl-2-phenyl-3-phenylsulfinylacrylamide upon aqueous workup. Only cyclizations leading to five-membered rings occur with the corresponding indolyl and alkenyl N-tert-butyl amido sulfoxides.