An Unprecedented Pseudo‐[3+2] Annulation between  N ‐(4‐Methoxyphenyl)aldimines and Aqueous Glutaraldehyde: Direct Synthesis of Pyrrole‐2,4‐dialdehydes | Zendy

Ramaraju Panduga | Zendy; Mir Nisar A. | Zendy; Singh Deepika | Zendy; Sharma Preetika | Zendy; Kant Rajni | Zendy; Kumar Indresh | Zendy

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An Unprecedented Pseudo‐[3+2] Annulation between N ‐(4‐Methoxyphenyl)aldimines and Aqueous Glutaraldehyde: Direct Synthesis of Pyrrole‐2,4‐dialdehydes

Author(s) -

Ramaraju Panduga,

Mir Nisar A.,

Singh Deepika,

Sharma Preetika,

Kant Rajni,

Kumar Indresh

Publication year - 2017

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201700500

Subject(s) - aldimine , chemistry , annulation , pyrrole , glutaraldehyde , mannich reaction , aqueous solution , organic chemistry , combinatorial chemistry , catalysis

A new method for the direct one‐pot synthesis of substituted pyrrole‐2,4‐dialdehdyes was developed. This overall pseudo‐[3+2]‐annulation reaction between glutaraldehyde and N ‐(4‐methoxyphenyl)aldimines proceeds through proline‐catalyzed direct Mannich reaction/cyclization, followed by 2‐iodoxybenzoic acid mediated oxidative rearrangement of the in situ generated intermediate to give pyrrole‐2,4‐dialdehydes in high yields (up to 80 %).

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