2006
DOI: 10.3998/ark.5550190.0007.f05
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Reactions of some annelated 2-aminothiophenes with two naphthoquinones

Abstract: 2- 5,6,thiophene-3-carbonitrile(1) and three 3-aminobenzopyrano [3,4-c]thiophenes (2a-c) were reacted with 2,3-dichloro-1,4-naphthoquinone (3a) and the parent 1,4-naphthoquinone (3b) in solution at reflux temperature. While from 1 only products of addition/dehydrogenation and chlorine substitution, respectively, were obtained, Diels-Alder addition of 2a-c to 3b followed by hydrogen sulfide elimination led to the polycycles 10a-c.

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Cited by 6 publications
(2 citation statements)
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“…The thienocoumarin (413) and 2,3-dichloro-1,4-naphthoquinone (1) in refluxing THF in the presence of triethylamine produced 414; Scheme 87 [53].…”
Section: Miscellaneous Reactions Of 23-dichloro-14-naphthoquinonementioning
confidence: 99%
See 1 more Smart Citation
“…The thienocoumarin (413) and 2,3-dichloro-1,4-naphthoquinone (1) in refluxing THF in the presence of triethylamine produced 414; Scheme 87 [53].…”
Section: Miscellaneous Reactions Of 23-dichloro-14-naphthoquinonementioning
confidence: 99%
“…Aminothiazole derivatives (101) and (102) on treatment with 2,3-dichloro-1,4-naphthoquinone (1) in presence of K2CO3 resulted in the formation of 2-[(3-chloro-1,4-naphthoquinonyl)amino]-1,3thiazoles( 104) and ( 105); Scheme 23 [52]. Analogous reaction of 2,3-dichloro-1,4naphthoquinone (1) with 103 in refluxing toluene in the presence of Et3N gave aminoquinone (6106) in poor yield [53].…”
Section: Introductionmentioning
confidence: 99%