Investigation of interaction of benzoquinones and naphthoquinones with substituted hydrazides
✍ Scribed by Alaa A. Hassan; Yusria R. Ibrahim; Ahmed M. Shawky
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2010
- Tongue
- English
- Weight
- 119 KB
- Volume
- 47
- Category
- Article
- ISSN
- 0022-152X
- DOI
- 10.1002/jhet.278
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✦ Synopsis
Abstract
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Nucleophilic 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.
📜 SIMILAR VOLUMES
## Abstract Thiosemicarbazones 2a–e form charge‐transfer (CT) complexes with chloranil (CHL), fluoranil (TFQ) and 2,3‐dicyano‐1,4‐naphthoquinone (DCNQ). The donors 2a–d react with 2,3‐dichloro‐5,6‐dicyano‐1,4‐benzoquinone (DDQ) to yield 3‐amino‐5‐arylthiadiazoles 7 and DDQ‐H~2~ (8). The thiosemicar