Abstract:
Newly-found steric limits for the Knorr–Paal reaction in the case of 2-methyl-1,2-propanediamine and acetonylacetone make it possible for the process to occur with only one amino group, giving aminopyrrole 2, and with aziridines, due to dimerization under the conditions of the reaction, giving 1-((β-aziridinoalkyl)pyrroles 4a,b.
Document Type:
Article
Language: English
Citation:
R. G. Kostyanovsky, G. K. Kadorkina, A. G. Mkhitaryan, I. I. Chervin, A. E. Aliev, “New Scope and Limitations in the Knorr–Paal Synthesis of Pyrroles”, Mendeleev Commun., 3:1 (1993), 21–23
Linking options:
https://www.mathnet.ru/eng/mendc5247
https://www.mathnet.ru/eng/mendc/v3/i1/p21
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Heng-Yen Wang, Daniel S. Mueller, Rachna M. Sachwani, Rachel Kapadia, Hannah N. Londino, Laura L. Anderson, “Regioselective Synthesis of 2,3,4- or 2,3,5-Trisubstituted Pyrroles via [3,3] or [1,3] Rearrangements ofO-Vinyl Oximes”, J. Org. Chem., 76:9 (2011), 3203
Heng-Yen Wang, Daniel S. Mueller, Rachna M. Sachwani, Hannah N. Londino, Laura L. Anderson, “Carbon-Carbon Bond Formation and Pyrrole Synthesis via the [3,3] Sigmatropic Rearrangement of O-Vinyl Oxime Ethers”, Org. Lett., 12:10 (2010), 2290
Youchun Zhang, A. A. Broekhuis, Marc C. A. Stuart, F. Picchioni, “Polymeric amines by chemical modifications of alternating aliphatic polyketones”, J of Applied Polymer Sci, 107:1 (2008), 262
R. G. KOSTYANOVSKY, G. K. KADORKINA, A. G. MKHITARYAN, I. I. CHERVIN, A. E. ALIEV, “ChemInform Abstract: New Scope and Limitations in the Knorr‐Paal Synthesis of Pyrroles.”, ChemInform, 25:33 (1994)
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