Alpha-hydroxy-beta-azido tetrazole compounds of formula (I):
a process for manufacturing alpha-hydroxy-beta-azido tetrazoles of formula (I), and their use for synthesizing new compounds, e.g. in “click” chemistry.
obtained from 2-iodobenzoic acids and carbodiimide derivatives under mild reaction conditions via a copper-catalyzed domino reaction. The absence of an external base was essential to avoid the generation of amide by-products. Both alkyl- and aryl-substituted carbodiimides gave the corresponding quinazolinediones. However, the use of aryl-substituted carbodiimides resulted in low yields due to an undesired
1-(Triphenylphosphoroylideneaminomethyl)benzotriazole (BETMIP) a Novel<sup>+</sup>CH<sub>2</sub>N = Synthetic Equivalent: Its Application to the Synthesis of Carbodiimides, Imines, Isothiocyanates, Aziridines, and Secondary Amines
作者:Alan R. Katritzky、Jinlong Jiang、Laszlo Urogdi
DOI:10.1055/s-1990-26940
日期:——
One-carbon homologation has been achieved in novel syntheses of the title compounds by one-pot reaction of 1-(triphenylphosphoroylideneaminomethyl)benzotriazole (1) with Grignard reagents followed by in situ transformations of the phosphazene functionality with isocyanates, aldehydes, carbon disulfide, ethylene oxide, and alkyl halides, respectively.
1,3-Dipolar Cycloaddition of Carbodiimides and Nitrilimines: Synthesis and Mechanistic Study of 5-Amino-1,2,4-triazoles
作者:Wan-Ping Yen、Fung-Chun Kung、Fung Fuh Wong
DOI:10.1002/ejoc.201600240
日期:2016.5
An effective 1,3-dipolar cycloaddition was developed for the synthesis of 5-amino-1,2,4-triazoles by reacting hydrazonoyl hydrochlorides (nitrilimines) with carbodiimides in the presence of triethylamine as a base. Both symmetric and asymmetric carbodiimides are compatible with this newly developed reaction; diphenyl carbodiimide is the one exception. Mechanistic studies indicate that alkyl and cycloalkyl