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Investigation of interaction of benzoquinones and naphthoquinones with substituted hydrazides
Author(s) -
Hassan Alaa A.,
Ibrahim Yusria R.,
Shawky Ahmed M.
Publication year - 2010
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.278
Subject(s) - chemistry , indazole , naphthoquinone , nucleophile , nucleophilic addition , 1,4 naphthoquinone , benzoquinone , medicinal chemistry , stereochemistry , combinatorial chemistry , organic chemistry , catalysis
AbstractNucleophilic attack by substituted hydrazides on C‐2, C‐3 of 2,3,5,6‐tetrachloro‐1,4‐benzoquinone and 2,3‐dichloro‐1,4‐naphthoquinone initiates the formation of benzo[e][1,3,4]oxadiazine and benzo‐ as well as naphthoxadiazepine derivatives. On the other hand, substituted hydrazides attack 1,4‐naphthoquinone‐2,3‐dicarbonitrile to form benzo[f]indazole‐4,9‐dione derivatives. A rationale for the conversions observed is presented. J. Heterocyclic Chem., 2010.