2- Mesityl-3-methylpyrrole

The reaction of E-ethylmesityl ketoxime 22 with acetylene (atmospheric pressure) afforded 2-mesityl-3-methylpyrrole (23) (23%),... 

The reaction of ethyl mesityl ketoxime with acetylene under atmospheric pressure affords 2-mesityl-3-methylpyrrole (23%), 2-mesityl-3-methyl-N-vinylpyrrole (8%), Z-(5%), and E- 2%) isomers of 0-vinyl mesityl ketoximes (Scheme 1.47) [222]. 

Recently, 2-mesityl-3-methylpyrrole, synthesized from mesityl ethyl ketone and acetylene via the Trofimov reaction, has been used for the preparation of sterically encumbered fluorophores of BODIPY family (Scheme 2.183) [222]. The fluoro-phore assembled in a one-pot manner through the following procedure the pyrrole is condensed with mesityl aldehyde (TFAA, CHjClj, 20°C-25 C, 24 h), dipyrro-methane is oxidized to dipyrromethene (DDQ, CHjClj, 20°C-25 C, 0.5 h), and the latter is treated with BF3-Et20 in the presence of diisopropylethylamine (CH2CI2, 20°C-25°C, 0.5 h). 

SCHEME 2.183 2-Mesityl-3-methylpyrrole-based difluoroboradiazaindacene (BODIPY) fluorophore. 

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