Novel reaction of 5H-dibenzo[a,d]cyclohepten-5-one with hydrazine

Barcza, Sándor; Coppola, Gary M.; Hardtmann, Goetz E.; Mansukhani, Ruth I.

doi:10.1021/jo00908a039

Cited by 3 publications

(1 citation statement)

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“…The Barcza group described a novel reaction between 5dibenzosuberenone (1) and anhydrous hydrazine at elevated temperature (Figure 27). 188 The infrared spectrum of the isolated product lacked carbonyl absorption and its elemental analysis showed the addition of hydrazine without concomitant loss of water. Hydrazine-addition product 327, one of the four postulated products, was ruled out due to its instability and the distinct absence of an olefinic proton resonance in NMR.…”

Section: Review Syn Thesismentioning

confidence: 99%

The Dibenzosuberenone Scaffold as a Privileged Substructure: From Synthesis to Application

2017

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Numerous studies on dibenzosuberenones, especially on 5-dibenzosuberenones, have emerged in recent years. This review focuses on the chemistry of dibenzosuberenones, including their synthesis and applications, which are currently used as tools by the synthetic and biological communities.1 Introduction2 5-Dibenzosuberenone (5H-Dibenzo[a,d]cyclohepten-5-one)2.1 Synthesis of 5-Dibenzosuberenone2.2 Reactions of 5-Dibenzosuberenone3 5H-Dibenzo[a,c]cyclohepten-5-one3.1 Synthesis of 5H-Dibenzo[a,c]cyclohepten-5-one3.2 Reactions of 5H-Dibenzo[a,c]cyclohepten-5-one4 6H-Dibenzo[a,c]cyclohepten-6-one and 10H-Dibenzo[a,d]cyclohepten-10-one4.1 Generation and Trapping of 6H-Dibenzo[a,c]cyclohepten-6-one and 10H-Dibenzo[a,d]cyclohepten-10-one5 Dibenzocycloheptenediones5.1 Synthesis of Dibenzocycloheptenediones5.2 Reactions of Dibenzocycloheptenediones6 Conclusion

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Section: Review Syn Thesismentioning

confidence: 99%