333747-08-3Relevant academic research and scientific papers
Synthesis of aliphatic hydroxyaryl ketones or (hetero)aryl hydroxyaryl ketones by acylation of organometallic reagents
Katritzky, Alan R.,Le, Khanh N. B.,Mohapatra, Prabhu P.
, p. 3141 - 3146 (2008/04/03)
Diverse hydroxyarenecarboxylic acids afford stable N-(hydroxyaroyl) benzotriazoles that react with heteroaryl, alkyl, and aryl Grignard or lithium reagents to give the corresponding hydroxyaryl ketones in 51-94% yields. Georg Thieme Verlag Stuttgart.
Direct synthesis of esters and amides from unprotected hydroxyaromatic and -aliphatic carboxylic acids
Katritzky, Alan R.,Singh, Sanjay K.,Cai, Chunming,Bobrov, Sergey
, p. 3364 - 3374 (2007/10/03)
A facile method for the activation of hydroxy-substituted carboxylic acids using benzotriazole chemistry without prior protection of the hydroxy substituents is presented. The N-acylbenzotriazole intermediates 2a-g, 6a-d, and 9a-c have been used for high-yielding synthesis of both aliphatic (3a-1) and aromatic (7a-h, 10a-f) hydroxy carboxamides. High yields of aromatic hydroxy esters 12a-h and 13a-i were obtained using either neat alcohols in neutral microwave conditions or nucleophilic alkoxides and the intermediate N-(arylacyl)benzotriazoles. Moderate yields were obtained in the case of aliphatic hydroxy esters 11a,b and thiolesters 11e-g from the intermediates 2a-c.
