- Effect of water on product yields of 2-azidobenzoic acid photolysis in aprotic solvents
-
The effect of water admixtures on the formation of 2-oxo-(3H)-azepine-3- carboxylic acid and 2,1-benzisoxazol-3(1H)-one in the photolysis of 2-azidobenzoic acid in aprotic solvents has been investigated. It has been shown that the addition of nucleophilic
- Sinjagina,Budruev
-
-
Read Online
- One-Step Synthesis of 2-[(2-Carboxyphenyl)amino]-6-formylnicotinic Acid via Photolysis of 2-Azidobenzoic Acid in the Presence of Weak Bases
-
Abstract: 2-Azidobenzoic acid has undergone rearrangement into 2-[(2-carboxyphenyl)amino]-6-formylnicotinic acid under irradiation in aqueous-organic media in the presence of acetates of alkali or alkaline earth metals. The structure of the resulting comp
- Budruev, A. V.,Davydov, D. A.,Dzhons, D. Yu.,Giricheva, M. A.,Pokrovskaia, A. V.
-
p. 2013 - 2018
(2021/11/13)
-
- Synthesis of 2,1-benzisoxazole-3(1H)-ones by base-mediated photochemical N-O bond-forming cyclization of 2-azidobenzoic acids
-
The base-mediated photochemical cyclization of 2-azidobenzoic acids with the formation of 2,1-benzisoxazole-3(1H)-ones is reported. The optimization and scope of this cyclization reaction is discussed. It is shown that an essential step of the ring closure of 2-azidobenzoic acids is the formation and photolysis of 2-azidobenzoate anions.
- Dzhons, Daria Yu.,Budruev, Andrei V.
-
supporting information
p. 874 - 881
(2016/07/06)
-
- Continuous flow photolysis of aryl azides: Preparation of 3H-azepinones
-
Photolysis of aryl azides to give nitrenes, and their subsequent rearrangement in the presence of water to give 3H-azepinones, is performed in continuous flow in a photoreactor constructed of fluorinated ethylene polymer (FEP) tubing. Fine tuning of the reaction conditions using the flow reactor allowed minimization of secondary photochemical reactions.
- Bou-Hamdan, Farhan R.,Levesque, Francois,O'Brien, Alexander G.,Seeberger, Peter H.
-
supporting information; experimental part
p. 1124 - 1129
(2011/10/12)
-
- 3H-azepines and related systems. Part 4. Preparation of 3 H-azepin-2-ones and 6H-azepino[2,1-b]quinazolin-12-ones by photo-induced ring expansions of aryl azides
-
Photolysis of a series of p-substituted phenyl azides (p-X-C6H4N3; X= CO2Me, CO2Et, CN, CF3, SO2NH2, CO2CHPh2, COMe, CHO, and NO2) in 1:1 (v/v) THF-water solution produces, in the majority of cases, a 5-substituted-3H-azepine-2-one. In a like manner, 3H-azepin-2-one-3-carboxylates can be prepared from 5-substituted-2-azidobenzoates, providing the 5-substituent is electron-withdrawing. 3H-Azepin-2-one mono- and di-carboxylic acids, the former in admixture with decarboxylated material, and 6H-azepino[2,1-b]quinazolin-12-ones, are obtained by irradiation of 2-azidobenzoic acid and of 5-azidoisophthalic acid, respectively. The mode of formation of the azepino-quinazolinones is discussed.
- Lamara, Kaddour,Smalley, Robert K.
-
p. 2277 - 2290
(2007/10/02)
-