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Synthesis of hexahydro‐5 H ‐benz[ g ]imidazo[2,1‐ a ]‐ isoindole 2 via an intramolecular diels‐alder reaction and a novel lawesson's reagent mediated cyclization
Author(s) -
Basha Fatima Z.,
Debernardis John F.
Publication year - 1987
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.5570240347
Subject(s) - chemistry , isoindole , intramolecular force , reagent , diels–alder reaction , maleimide , stereochemistry , bicyclic molecule , intramolecular reaction , medicinal chemistry , organic chemistry , catalysis
The 2‐(5,6‐dihydroxy‐1,2,3,4‐tetrahydro‐1‐naphthyl)imidazoline 1 is a recently reported potent alpha ‐adrenergic agent [1]. In continuation of our work on the synthesis of potential adrenergic agents we required imidazoisoindole 2 in order to investigate the biological effects of incorporation of additional rigidity into the parent system. This paper describes the synthesis of 2 via an intramolecular Diels‐Alder reaction and a novel Lawesson's reagent mediated cyclization.