1420841-23-1Relevant articles and documents
Facile preparation of 2-arylbenzoselenazoles from three components reactions: 2-Chloronitrobenzene, Se, and arylacetic acids
Gan, Haifeng,Macfarlane, Douglas R.
supporting information, (2019/12/06)
A selenium-mediated decarboxylative cyclization of 2-chloronitrobenzene and arylacetic acids to prepare 2-arylbenzoselenazoles has been established under metal-free condition. The reactions proceeded in moderate to good yields with good functional toleran
Ground and excited-state properties of 1,3-benzoselenazole derivatives: A combined theoretical and experimental photophysical investigation
Radatz, Catia Schwartz,Coelho, Felipe Lange,Gil, Eduarda Sangiogo,da Silveira Santos, Fabiano,Schneider, Juliana Maria Forain Miolo,Gon?alves, Paulo Fernando Bruno,Rodembusch, Fabiano Severo,Schneider, Paulo Henrique
, (2020/02/06)
A series of 1,3-benzoselenazole derivatives were prepared with different substituents by complementary methodologies starting from aldehydes or carboxylic acids, using sodium metabisulfite and tributylphosphine, respectively, according to the substituent
Se-mediated one-pot synthesis of 2-substituted benzoselenazole derivatives from 2 to iodoanilines and arylacetic acids/arylmethyl chlorides
Gu, Ren,Wang, Xin,Yang, Zhao,Han, Shiqing
supporting information, p. 2835 - 2838 (2018/06/25)
A general approach to the formation of 2-substituted benzoselenazoles from the three-component reactions of 2-iodoanilines, selenium powder, arylacetic acids or benzyl chlorides is described. The use of copper salt as catalyst and dimethyl sulfoxide (DMSO) as solvent are crucial to afford the title compounds in moderate to good yields (45–88%) with good functional group tolerance on the aromatic and heteroaromatic substrates.
Copper-catalyzed three-component one-pot synthesis of substituted 2-aryl-1,3-benzoselenazoles
Su, Tao,Xie, Shishun,Li, Bifu,Yan, Jun,Huang, Ling,Li, Xingshu
supporting information, p. 215 - 220 (2015/03/03)
A simple copper-catalyzed, one-pot synthesis of 2-aryl-1,3-benzoselenazole derivatives was developed using inexpensive, readily available 2-iodoanilines, selenium powder, and aromatic aldehydes as the starting materials. The mild reaction conditions and simple procedure without ligands and other additives make this methodology an alternative for preparing these potential selenium-containing compounds very conveniently.
Synthesis of 2-Substituted 1,3-Benzoselenazoles from Carboxylic Acids Promoted by Tributylphosphine
Schwartz Radatz, Cátia,Rampon, Daniel S.,Balaguez, Renata A.,Alves, Diego,Schneider, Paulo Henrique
, p. 6945 - 6952 (2016/02/19)
We report a general, practical, and simple metal-free method for the synthesis of 2-substituted 1,3-benzoselenazoles by the reaction of bis(2-aminophenyl)diselenide with a wide range of carboxylic acids, promoted by tributylphosphine. This efficient reaction furnishes 2-aryl-1,3-benzoselenazoles in good yields and tolerates a variety of substituents at the aryl moiety of carboxylic acids. For the first time, 2-alkyl-1,3-benzoselenazoles could be obtained from aliphatic carboxylic acids and thiazolidine-4-carboxylic acid in high chemical yields. The use of focused microwave irradiation considerably decreased the reaction time from 48 to 2 h. The experimental data provide insights into the mechanism of the reaction. A metal-free synthesis of 2-substituted 1,3-benzoselenazoles by the reaction of bis(2-aminophenyl)diselenide with carboxylic acids, promoted by tributylphosphine is reported. For the first time, 2-alkyl-1,3-benzoselenazoles could be obtained from aliphatic carboxylic acids and thiazolidine-4-carboxylic acid in high chemical yields. Microwave irradiation reduced the reaction time.
One-pot preparation of 2-(alkyl)arylbenzoselenazoles from the corresponding N-(acetyl)benzoyl-2-iodoanilines via a microwave-assisted methodology
Redon, Sébastien,Kabri, Youssef,Crozet, Maxime D.,Vanelle, Patrice
supporting information, p. 5052 - 5054 (2015/01/09)
We report here the first example of a one-pot synthesis of 2-(alkyl)arylbenzoselenazoles from N-(acetyl)benzoyl-2-iodoanilines. The reaction was carried out in the presence of Woollins' reagent under microwave irradiation and resulted in moderate to good yields.
Direct synthesis of 2-aryl-1,3-benzoselenazoles by reaction of bis(2-aminophenyl) diselenides with aryl aldehydes using sodium metabisulfite
Radatz, Cátia Schwartz,Alves, Diego,Schneider, Paulo Henrique
, p. 1316 - 1321 (2013/02/23)
We present here a general and easy method for the synthesis of several 2-aryl-1,3-benzoselenazoles from the reaction of bis(2-aminophenyl) diselenides with different aryl aldehydes, promoted by the non-toxic inorganic reducing agent sodium metabisulfite (Na2S2O5) in DMSO at 120 °C. This efficient method furnishes in high yields the corresponding 2-aryl substituted 1,3-benzoselenazoles and tolerates a range of substituents at the aryl ring of aldehydes. The use of focused microwave irradiation decreases drastically the reaction time from 48 to 2 h.
