104830-35-5Relevant articles and documents
Ligand-Enabled Copper-Catalyzed N-Alkynylation of Sulfonamide with Alkynyl Benziodoxolone: Synthesis of Amino Acid-Derived Ynamide
Takai, Ryogo,Shimbo, Daisuke,Tada, Norihiro,Itoh, Akichika
, p. 4699 - 4713 (2021)
Ynamides are versatile building blocks in organic synthesis. However, the synthesis of amino acid-derived ynamides is difficult but in high demand. Herein, we disclose the copper-catalyzed Csp-N coupling of sulfonamide, including amino acid and peptide derivatives, to give ynamides by using alkynyl benziodoxolones with broad functional group tolerance under mild reaction conditions. The electron-rich bipyridine as a ligand and ethanol as solvent were used for the success of this reaction. The usefulness of the obtained amino acid-derived ynamide as building block was showcased by further derivatization to unique amino acid derivatives. A control experiment to elucidate the mechanistic insight was also described.
Ultrasound-promoted solvent-free aza-Michael addition of p-toluenesulfonamide to fumaric esters by potassium carbonate: Synthesis of p-toluenesulfonamide derivatives
Imanzadeh, Gholamhassan,Kazemi, Fatemeh,Zamanloo, Mohammadreza,Mansoori, Yagoub
, p. 722 - 728 (2013/02/22)
An efficient, mild, inexpensive and eco-friendly protocol for the synthesis of p-toluenesulfonamide derivatives by aza-Michael addition reaction of p-toluenesulfonamide to fumaric esters using potassium carbonate under ultrasound irradiation was developed
REGIOSELECTIVE TRANSFORMATION OF UNSYMMETRICAL BIS(N-NITROSOSULFONAMIDES) LEADING TO OPTICALLY ACTIVE CYCLIC IMINO ACID DERIVATIVES FROM L-LYSINE AND L-ORNITHINE
Iwata, Masaaki,Kuzuhara, Hiroyoshi
, p. 1941 - 1942 (2007/10/02)
Chiral cyclic imino acid derivatives were prepared from unsymmetrical bis(N-nitrososulfonamides) of diaminocarboxylic acids, L-lysine and L-ornithine, in good yields through kinetically controlled regioselective N-nitrososulfonamide-sulfonate rearrangement.