- Synthesis of Structurally Diverse Benzotriazoles via Rapid Diazotization and Intramolecular Cyclization of 1,2-Aryldiamines
-
An operationally simple method has been developed for the preparation of N-unsubstituted benzotriazoles by diazotization and intramolecular cyclization of a wide range of 1,2-aryldiamines under mild conditions, using a polymer-supported nitrite reagent and p-tosic acid. The functional group tolerance of this approach was further demonstrated with effective activation and cyclization of N-alkyl, -aryl, and -acyl ortho-aminoanilines leading to the synthesis of N1-substituted benzotriazoles. The synthetic utility of this one-pot heterocyclization process was exemplified with the preparation of a number of biologically and medicinally important benzotriazole scaffolds, including an α-amino acid analogue.
- Faggyas, Réka J.,Sloan, Nikki L.,Buijs, Ned,Sutherland, Andrew
-
supporting information
p. 5344 - 5353
(2019/05/21)
-
- Visible-Light-Mediated Nitration of Protected Anilines
-
The photocatalytic nitration of protected anilines proceeds with riboflavin tetraacetate as an organic photoredox catalyst. Sodium nitrite serves as the NO2 source in this visible-light-driven room temperature reaction. Various nitroanilines are obtained in moderate to good yields without the addition of acid or stoichiometric oxidation agents. The catalytic cycle is closed by aerial oxygen as the terminal oxidant.
- Düsel, Simon J. S.,K?nig, Burkhard
-
p. 2802 - 2807
(2018/03/09)
-
- Microwave-assisted reductive cyclization of N-allyl 2-nitroanilines: A new approach to substituted 1,2,3,4-tetrahydroquinoxalines
-
N-Allyl 2-nitrophenyl amines can be efficiently cyclized to yield alkenyl-1,2,3,4-tetrahydroquinoxalines in a single reaction step by means of a new microwave-assisted reductive domino process. Georg Thieme Verlag Stuttgart.
- Merisor, Elena,Conrad, Jürgen,Mika, Sabine,Beifuss, Uwe
-
p. 2033 - 2036
(2008/02/09)
-
- Process for producing N-acylnitroaniline derivative
-
A process of reacting a nitroaniline compound of formula (2); with acid anhydride or acid chloride is carried out in the presence of an alkali metal compound or an alkaline earth metal compound to produce acylnitroaniline derivative. The process further includes the step of reacting the resulting product with a compound of formula (5);R2-Y to produce an N-acylnitroaniline derivative of formula (1);
- -
-
-
- Process for producing N-acylnitroaniline derivative
-
A process of reacting a nitroaniline compound of formula (2); with acid anhydride or acid chloride is carried out in the presence of an alkali metal compound or an alkaline earth metal compound to produce acylnitroaniline derivative. The process further includes the step of reacting the resulting product with a compound of formula (5); R2—Y ??(5) to produce an N-acylnitroaniline derivative of formula (1);
- -
-
-