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
Rok vydání: 2017
Předmět:
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
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