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A protecting group free synthesis of (¡À)-neostenine via the [5 + 2] photocycloaddition of maleimides
(Chemical Equation Presented) A concise, linear synthesis of the Stemona alkaloid (¡À)-neostenine is reported. Key features include an organocopper-mediated bislactone C2-desymmetrization for the stereoselective construction of the cyclohexane-lactone C,D-rings. The assembly of the fused pyrrolo[1,2-a]azepine core was achieved by application of a [5 + 2] maleimide photocycloaddition. A custom FEP flow reactor was used to successfully overcome the scale limitations imposed by a classical immersion well batch reactor. The synthesis was completed in 14 steps from furan, in 9.5% overall yield, without the use of any protecting groups.
Note that a catalyst decreases the activation energy for both the forward and the reverse reactions and hence accelerates both the forward and the reverse reactions.Quality Control of 3,4-Dichloro-1H-pyrrole-2,5-dione, you can also check out more blogs about1193-54-0
Reference£º
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem