Facile access to 6‐substituted 1,4,5,7‐tetrahydropyrrolo[3,4‐ b ]‐pyridines  via  hantzsch type dimethyl 4‐aryl‐2‐formyl‐6‐methyl‐1,4‐dihydropyridine‐3,5‐dicarboxylates | Zendy

Chudík Milostav | Zendy; Marchalín Štefan | Zendy; Knesl Peter | Zendy; Daich Adam | Zendy; Decroix Bernard | Zendy

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Facile access to 6‐substituted 1,4,5,7‐tetrahydropyrrolo[3,4‐ b ]‐pyridines via hantzsch type dimethyl 4‐aryl‐2‐formyl‐6‐methyl‐1,4‐dihydropyridine‐3,5‐dicarboxylates

Author(s) -

Chudík Milostav,

Marchalín Štefan,

Knesl Peter,

Daich Adam,

Decroix Bernard

Publication year - 2000

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570370623

Subject(s) - chemistry , aryl , intramolecular force , derivative (finance) , borohydride , medicinal chemistry , dihydropyridine , lactam , combinatorial chemistry , stereochemistry , organic chemistry , catalysis , alkyl , financial economics , economics , calcium

Efficient assembly of 6‐substituted 4‐aryl‐5‐oxo‐1,4,5,7‐tetrahydropyrrolo[3,4‐ b ]pyridines (7a‐f) is described according to a Hantzsch type reaction from formyl‐ester 4 by imination, borohydride reduction and intramolecular thermal amino‐ester cyclization. The starting compound 4 was prepared in three steps from the readily available formyl derivative 1, methyl 4,4‐dimethoxy‐3‐oxobutanoate and methyl 3‐aminocrotonate.

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