28709-72-0Relevant 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 (2021/04/06)
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.
Straightforward synthesis of pyrrolo[3,4-b]quinolines through intramolecular Povarov reactions
Almansour, Abdulrahman I.,Arumugam, Natarajan,Suresh Kumar, Raju,Carlos Menéndez,Ghabbour, Hazem A.,Fun, Hoong-Kun,Ranjith Kumar, Raju
, p. 6900 - 6903 (2015/11/27)
A series of novel pyrrolo[3,4-b]quinolines have been synthesized from N-alkynyl aldehydes and various substituted arylamines in good to excellent yields utilizing an intramolecular Povarov reaction catalyzed by boron trifluoride diethyl etherate as the key final step.
Tandem intramolecular hydroalkoxylation-hydroarylation reactions: Synthesis of enantiopure benzofused cyclic ethers from the chiral pool
Barluenga, Jose,Fernandez, Amadeo,Satrustegui, Amava,Dieguez, Alejandro,Rodriguez, Felix,Fananas, Francisco J.
supporting information; experimental part, p. 4153 - 4156 (2009/05/07)
A highly efficient and general method for the diastereoselective synthesis of benzo-fused eight-membered carbo- and heterocycles was studied. The method is based on a new tandem gold- or platinum catalyzed hydroalkoxytion- hydroarylation reaction. The use
1,4-Bis(arylsulfonyl)dihydropyridines in synthesis. Enantioselective synthesis of 2,3,6-trisubstituted piperidines
Carballares, Santiago,Craig, Donald
, p. 380 - 382 (2007/10/03)
A 2-substituted 1,4-bis(4-tolylsulfonyl)-1,2-dihydropyridine is readily accessed from an α-aminoester and 1,1-dimethoxy-3-(4-tolylsulfonyl)propane. This cyclic diene enters into highly selective addition reactions with carbon nucleophiles, and the product
Stereoselective Protonation of Carbanions, 4. Enantioselective Protonation of Lactone Enolates
Gerlach, Uwe,Haubenreich, Thomas,Huenig, Siegfried
, p. 1969 - 1980 (2007/10/02)
The prochiral lithium enolates derived from the five-membered lactones rac-1 and rac-2 were protonated by 37 OH- and 21 NH-chiral proton sources in THF at -78 deg C.The enantioselectivities, determined directly from the reaction mixture by chiral HPLC, ar
ASSYMMETRICAL NONBRIDGEHEAD NITROGEN-XXIII. CHIRAL 3,3-BIS(TRIFLUOROMETHYL)DIAZIRIDINES
Kostyanovsky, R. G.,Shustov, G. V.,Zaichenko, N. L.
, p. 949 - 960 (2007/10/02)
By means of the reaction of O-tosyloxime 1a with propargyl amine, esters of glycine and (S)-α-alanine, β-acetoxyethyl amine and β-dimethylaminoethyl amine functionally substituted 3,3-bis(trifluoromethyl)diaziridines 2a-g have been obtained.In the reactio