An Unprecedented Pseudo-[3+2] Annulation between N -(4-Methoxyphenyl)aldimines and Aqueous Glutaraldehyde: Direct Synthesis of Pyrrole-2,4-dialdehydes
Autor: | Nisar A. Mir, Panduga Ramaraju, Deepika Singh, Preetika Sharma, Rajni Kant, Indresh Kumar |
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Rok vydání: | 2017 |
Předmět: |
chemistry.chemical_classification
Aldimine Annulation Aqueous solution 010405 organic chemistry Organic Chemistry 010402 general chemistry 01 natural sciences 0104 chemical sciences chemistry.chemical_compound chemistry Organocatalysis Organic chemistry Glutaraldehyde Physical and Theoretical Chemistry Mannich reaction Pyrrole |
Zdroj: | European Journal of Organic Chemistry. 2017:3461-3465 |
ISSN: | 1434-193X |
DOI: | 10.1002/ejoc.201700500 |
Popis: | A new method for the direct one-pot synthesis of substituted pyrrole-2,4-dialdehdyes is developed. This overall pseudo-[3+2] annulation reaction between glutaraldehyde and N-PMP-aldimines (PMP = p-OMeC6H4) proceed through proline-catalyzed direct Mannich reaction/ cyclization, followed by IBX-mediated oxidative rearrangement of in situ generated intermediate compound to pyrrole-2,4-dialdehydes with high yields (up to 80%). |
Databáze: | OpenAIRE |
Externí odkaz: | |
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