91464-62-9Relevant academic research and scientific papers
Electroorganic Chemistry. 81. Anodic Oxidation of Sulfonamides and Amidophosphates
Shono, Tatsuya,Matsumura, Yoshihiro,Tsubata, Kenji,Uchida, Kenshi,Kanazawa, Takenobu,Tsuda, Kunio
, p. 3711 - 3716 (2007/10/02)
Oxidation peak potentials of sulfonamides and amidophosphates were measured in acetonitrile and compared with the corresponding amides and carbamates.The results showed that the order of easiness of oxidation was amides > carbamates > amidophosphates > sulfonamides.Furthermore, the reaction of silyl enol ethers or trimethyl phosphite with anodically α-methoxylated sulfonamides or amidophosphates has clearly shown that the α-methoxylated compounds are useful starting materials in organic synthesis.For example, optically active L-tryptophan was synthesized from α-methoxylated N-(p-tolylsulfonyl)-L-proline ester.
A GENERAL METHOD FOR THE SYNTHESIS OF INDOLES BEARING A VARIETY OF SUBSTITUENTS AT THE β-POSITION, AND ITS APPLICATION TO THE SYNTHESIS OF L-TRYPTOPHAN
Shono, Tatsuya,Matsumura, Yoshihiro,Kanazawa, Takenobu
, p. 1259 - 1262 (2007/10/02)
A general synthetic method of β-substituted indoles such as indolacetic acid, tryptamine and L-tryptophan has been exploited utilizing α-methoxylated amides, lactams, a carbamate, and sulfonamides, easily obtainable by an electrochemical method, as key intemediates.
