Versatile Cyclization of Aminoanilino Lactones: Access to Benzotriazoles and Condensed Benzodiazepin‐2‐thiones

Hammal, Lamouri; Bouzroura, Samia; André, Chantal; Nedjar-Kolli, Bellara; Hoffmann, Pascal

doi:10.1080/00397910601039259

“…Hoffman and co-workers reported [51] the synthesis of diverse BTZs via ring closure in the presence of electrophilic enaminone reagents (Scheme 4). The reaction of o-phenylene derivatives with tetronic acid 35 or pyrone 36, produces the enaminones, that is, furanone (37) and pyranone (38), respectively.…”

Section: By Diazotizationmentioning

confidence: 99%

“…If R = H, under basic conditions 1,3-diphenyltriazene undergo the cis/trans isomerization, and the intramolecular amination is possible (Scheme 9) [28]. Thus, heating triazene (51) in the presence of Pd(OAc) 2 gave the direct amination product (53) The scope of the protocol was explored by investigating a number of 3-methyl-1,3-diphenyltriazenes 51b-g under the optimal reaction conditions. The substituents on the two aryl rings exhibited diverse effects on the S C H E M E 7 Proposed mechanism for the TBN prompted nitrogen transfer reactions.…”

Section: By 17-pd Migration and Intramolecular Amination Dealkylationmentioning

confidence: 99%

Advances in synthesis and biological activities of benzotriazole analogues: A micro review

Babu

¹

,

Boddapati

²

,

Tangamani³

et al. 2022

Journal of Heterocyclic Chem

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Although the first synthesis of benzotriazole was performed in the 19th century still new methods for their preparation have developed. In this micro review authors focus mostly on the various synthetic strategies developed so far to synthesize benzotriazole and its derivatives by different strategies, such as metal‐free, metal‐assisted [3 + 2] cycloaddition reactions, cyclocondensations, flow methods, heterocyclizations, and so forth. This micro review combines recent (2005–2022 till date) information on the strategies used for the synthesis of benzotriazoles. Moreover, a brief overview of the bio applications of the benzotriazole scaffold along with pharmacological activity is also discussed.

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“…Benzodiazepine derivatives are used as dyes for acrylic fibers [12]. In addition, benzodiazepines are valuable intermediates for the synthesis of fused ring compounds such as triazolo-, oxadiazolo-, oxazino-, and furanobenzodiazepines [13][14][15][16][17][18]. Benzodiazepines are categorized as either short-, intermediate-, or long-acting.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Some New Benzodiazepinium Salt Derivatives under microwave Irradiation

Journal¹

2015

Baghdad Sci.J

0

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An attempt to synthesize the benzoimidazol derivatives from the reaction of o-phenylenediamine and benzoic acid derivatives in the presence of ethanol and various ketones under microwave irradiation, 1 , 5 - benzodiazepinum salt derivatives were obtained instead of them. Unexpected reaction was happened for synthesis a new series of benzodiazepinium salt derivatives in a selective yield . The reaction mechanism was also discussed. The new compounds were purified and identified their structures were elucidated using various physical techniques like; FT- IR spectra, micro elemental analysis (C.H.N) and 1H NMR spectra.

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“…Benzodiazepine derivatives are used as dyes for acrylic fibers [12]. In addition, benzodiazepines are valuable intermediates for the synthesis of fused ring compounds such as triazolo-, oxadiazolo-, oxazino-, and furanobenzodiazepines [13][14][15][16][17][18]. Benzodiazepines are categorized as either short-, intermediate-, or long-…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Some New Benzodiazepinium Salt Derivatives under microwave Irradiation

Fenjan,

Shubram

2015

Baghdad Sci.J

1

0

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An attempt to synthesize the benzoimidazol derivatives from the reaction of o-phenylenediamine and benzoic acid derivatives in the presence of ethanol and various ketones under microwave irradiation, 1 , 5 - benzodiazepinum salt derivatives were obtained instead of them. Unexpected reaction was happened for synthesis a new series of benzodiazepinium salt derivatives in a selective yield . The reaction mechanism was also discussed. The new compounds were purified and identified their structures were elucidated using various physical techniques like; FT- IR spectra, micro elemental analysis (C.H.N) and 1H NMR spectra.

show abstract

Versatile Cyclization of Aminoanilino Lactones: Access to Benzotriazoles and Condensed Benzodiazepin‐2‐thiones

Cited by 7 publications

References 24 publications

Advances in synthesis and biological activities of benzotriazole analogues: A micro review

Advances in synthesis and biological activities of benzotriazole analogues: A micro review

Synthesis and Characterization of Some New Benzodiazepinium Salt Derivatives under microwave Irradiation

Synthesis and Characterization of Some New Benzodiazepinium Salt Derivatives under microwave Irradiation

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