1248339-20-9Relevant academic research and scientific papers
An efficient synthesis of polysubstituted pyrroles via copper-catalyzed coupling of oxime acetates with dialkyl acetylenedicarboxylates under aerobic conditions
Tang, Xiaodong,Huang, Liangbin,Qi, Chaorong,Wu, Wanqing,Jiang, Huanfeng
, p. 9597 - 9599 (2013/10/08)
A Cu-catalyzed [3+2]-type condensation reaction of oxime acetates and dialkyl acetylenedicarboxylates that provides highly substituted pyrroles under aerobic conditions is described. The newly formed pyrroles are easily employed for further transformations to prepare pyrrolo[2,1-a]isoquinoline skeletons. The Royal Society of Chemistry 2013.
Pyrrole and oligopyrrole synthesis by 1,3-dipolar cycloaddition of azomethine ylides with sulfonyl dipolarophiles
Robles-Machin, Rocio,Lopez-Perez, Ana,Gonzalez-Esguevillas, Maria,Adrio, Javier,Carretero, Juan Carlos
supporting information; experimental part, p. 9864 - 9873 (2010/11/16)
A procedure for the synthesis of functionalized, substituted pyrroles by 1,3-dipolar cycloaddition of azomethine ylides has been developed. This protocol is based on the metal-catalyzed cycloaddition of α-iminoesters with sulfonyl dipolarophiles, followed by the base-promoted elimination of the sulfonyl groups. A wide variety of 2,5-disubstituted and 2,3,5- and 2,4,5trisubstituted pyrroles have been prepared in satisfactory yields from 1,2bis(sulfonyl ethylene), ss-sulfonylenones, and ss- sulfonylacrylates. This method can be applied in an iterative and straightforward manner to the construction of oligopyrroles, from bipyrroles to pentapyrroles. Iterative [n+1] and [n+2] approaches have been devised, the latter involves double 1,3-dipolar cycloaddition from pyrrolylbased bis(iminoesters).
