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A new synthesis of 1,2,3,5‐tetrahydroimidazo[2,3‐ b ]‐[1,3]benzodiazocines
Author(s) -
In Cho Hyun,
Lee Seung Won,
Lee KeeJung
Publication year - 2004
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.5570410525
Subject(s) - chemistry , methyl acrylate , intramolecular force , cycloaddition , dehydration , stereochemistry , medicinal chemistry , organic chemistry , catalysis , biochemistry , copolymer , polymer
A new synthesis of 6‐carbomethoxy‐1,2,3,5‐tetrahydroirnidazo[2,3‐ b ][1,3]benzodiazocines 13 by the intramolecular cycloaddition reaction of methyl 2‐(1‐aziridinylmethyl)‐3‐(2‐ureidophenyl)propenoates 10 under Appel's dehydration conditions is described. The latter were readily obtained from 2‐nitrobenzalde‐hyde with methyl acrylate through the Baylis‐Hillman reaction.