58068-80-7Relevant articles and documents
Facile synthesis of N-acylbenzotriazoles from carboxylic acids mediated by 2,4,6-trichloro-1,3,5-triazine and triethylamine
Wet-Osot, Sirawit,Duangkamol, Chuthamat,Pattarawarapan, Mookda,Phakhodee, Wong
, p. 959 - 963 (2015/02/19)
Abstract A facile, efficient, and economic method toward N-acylbenzotriazoles was reported using 2,4,6-trichloro-1,3,5-triazine in combination with triethylamine as a carboxylic acid activator. Through reacting 1H-benzotriazole with the generated triacylated triazine intermediate, a series of N-acylbenzotriazoles could be rapidly prepared in high yields without column chromatography.
Syntheses of β-lactones, 6: One-step synthesis of β-lactones by aldolization of ketones or aldehydes with 1-acylbenzotriazoles
Wedler, Christine,Kleiner, Katharina,Kunath, Annamarie,Schick, Hans
, p. 881 - 885 (2007/10/03)
Benzotriazolides 1 of alkanoic acids with one hydrogen atom in α-position to the carboxamide group can be deprotonated with lithium diisopropylamide or lithium hexamethyldisilazanide to amide enolates 2 which condense at -90 to -95°C with ketones or aldehydes 3 to afford benzotriazolides of O-lithiated β-hydroxylalkanoic acids 4. These reactive carboxamide derivatives cyclize with elimination of lithium benzotriazolide to the corresponding di- and trisubstituted β-lactones. With regard to the formation of β-monosubstituted β-lactones from aldehydes the use of benzotriazolides as active carboxylic acid derivatives proved to be superior to the application of the corresponding phenyl esters. An α-unsubstituted β-lactone 6 was obtained from 1-acetylbenzotriazole only with cyclohexanone. The other carbonyl compounds 3 did not provide the corresponding α-unsubstituted β-lactones 6. VCH Verlagsgesellschaft mbH, 1996.
