In an article, author is Rostovskii, Nikolai V., once mentioned the application of 56-85-9, COA of Formula: C5H10N2O3, Name is H-Gln-OH, molecular formula is C5H10N2O3, molecular weight is 146.07, MDL number is MFCD00008044, category is pyrrolines. Now introduce a scientific discovery about this category.
Switchable Synthesis of Pyrroles and Pyrazines via Rh(II)-Catalyzed Reaction of 1,2,3-Triazoles with Isoxazoles: Experimental and DFT Evidence for the 1,4-Diazahexatriene Intermediate
4-Aminopyrrole-3-carboxylates and pyrazine-2-carboxylates were synthesized from 5-alkoxyisoxazoles and 1-sulfonyl-1,2,3-triazoles by tuning the Rh(II) catalyst and the reaction conditions. The reaction in chloroform at 100 degrees C under Rh-2(OAc)(4) catalysis provides 4-aminopyrrole-3-carboxylates in good yields. The use of Rh-2(Piv)(4) in refluxing toluene results in the formation of 1,2-dihydropyrazine-2-carboxylates as the main products, which can be converted by a one-pot procedure to pyrazine-2-carboxylates by heating with catalytic amounts of TsOH. According to the NMR and DFT investigations of the reaction mechanism, pyrroles and dihydropyrazines are formed, respectively, via 1,5- and 1,6-cyclization of common (5Z)-1,4-diazahexa-1,3,5-triene intermediates. The influence of the nature of the catalyst on the product distribution is rationalized in terms of the Rh-catalyzed isomerization of a pyrrolin-2-ylium-3-aminide zwitterion, the primary product of 1,4-diazahexatriene 1,5-cyclization.
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Reference:
Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem