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Beilstein J. Org. Chem. 2021, 17, 1490–1498, doi:10.3762/bjoc.17.105
Graphical Abstract
Scheme 1: Retrosynthetic analysis of heterocycles A and B.
Figure 1: Molecular structure of compound 3a, displacement parameters are drawn at 50%.
Scheme 2: Free-radical cyclization of N-protected and N-unprotected pyrroles 1a and 2.
Scheme 3: Synthesis of 2H-pyrido[2,1-a]pyrrolo[3,4-c]isoquinolin-4-ium bromide 8.
Scheme 4: Free-radical cyclization of dihalogeno-substituted salts 9 and 12.
Figure 2: Molecular structure of compound 13, displacement parameters are drawn at 50% probability level.
Scheme 5: N-alkylation of the base 6a.
Figure 3: Molecular structure of compound 17a, displacement parameters are drawn at 50% probability level.
Scheme 6: Isomerization of compounds 17a and 18a.
Scheme 7: N-Alkylation of compounds 18a and 19.
Beilstein J. Org. Chem. 2015, 11, 1732–1740, doi:10.3762/bjoc.11.189
Scheme 1: The formation and possible tautomeric equilibria of 2-methoxycarbonyl- and 2-carboxy-3-(1H-imidazol...
Scheme 2: FeCl2/Et3N-catalyzed domino sequence leading to 5-alkoxycarbonylpyrrol-3-ylimidazolium salts 1.
Scheme 3: The synthesis of methyl 4-(1H-imidazol-1-yl)-1H-pyrrole-2-carboxylates 12.
Scheme 4: The hydrolysis of ylide 2a and bromide 1b.
Figure 1: Molecular structure of compound 6b (CCDC 1406417). Carbon, nitrogen and oxygen atoms are grey, blue...