《Lithiations of 1-trialkylsilylpyrroles: nitrogen-to-carbon silyl-group rearrangement》 was written by Chadwick, Derek J.; Hodgson, Simon T.. Name: Dimethyl 1H-pyrrole-2,3-dicarboxylate And the article was included in Journal of the Chemical Society on August 31 ,1982. The article conveys some information:
The regiochem. of lithiation of 1-(trimethylsilyl)- (I) and 1-(triethylsilyl)pyrrole (II) with BuLi and Me3CLi was studied under a variety of conditions. With short reaction times, BuLi reacts with I in hexane predominantly at the 2-position, whereas with Me3CLi in pentane the unusual 3-metalated product is preferred. During prolonged reaction of I and II with Me3CLi the 2-monolithio and 2,4- and 2,5-dilithio intermediates were formed, in which the silyl groups migrated to C-2. Under conditions favoring enhanced ionicity, BuLi cleaved the N-SiMe3 bond in preference to ring metalation. In the part of experimental materials, we found many familiar compounds, such as Dimethyl 1H-pyrrole-2,3-dicarboxylate(cas: 2818-08-8Name: Dimethyl 1H-pyrrole-2,3-dicarboxylate)
Dimethyl 1H-pyrrole-2,3-dicarboxylate(cas: 2818-08-8) belongs to pyrroles. Pyrroles are components of more complex macrocycles, including the porphyrinogens and products derived therefrom, including porphyrins of heme, the chlorins, bacteriochlorins, and chlorophylls. Porphobilinogen, a trisubstituted pyrrole, is the biosynthetic precursor to many natural products such as heme.Name: Dimethyl 1H-pyrrole-2,3-dicarboxylate
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics