- Synthesis of N-acetoxy-N-arylamides via diacetoxyiodobenzene promoted double acylation reaction of hydroxylamines with aldehydes
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A facile and efficient synthesis of N-acetoxy-N-arylamides through double acylations of hydroxylamines with aldehydes and diacetoxyiodobenzene is reported. The yields of the products are good to excellent.
- Zhang, Huaiyuan,Su, Yingpeng,Wang, Ke-Hu,Huang, Danfeng,Li, Jun,Hu, Yulai
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supporting information
p. 5337 - 5344
(2017/07/10)
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- Synthesis of Benzimidazolones via One-Pot Reaction of Hydroxylamines, Aldehydes, and Trimethylsilyl Cyanide Promoted by Diacetoxyiodobenzene
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A novel and efficient PhI(OAc)2-promoted one-pot reaction of aromatic hydroxylamines, aldehydes, and TMSCN in the presence of BF3·Et2O is described. A wide variety of N-substituted benzimidazolones are obtained with satisfactory yields under mild reaction conditions. The method was proven to be efficient for the synthesis of benzimidazolone derivatives from readily available starting materials.
- Zhang, Huaiyuan,Huang, Danfeng,Wang, Ke-Hu,Li, Jun,Su, Yingpeng,Hu, Yulai
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p. 1600 - 1609
(2017/02/10)
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- Transition-Metal-Free Synthesis of N-Aryl Hydroxamic Acids via Insertion of Arynes
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An efficient and transition-metal-free N-arylation of amides via the insertion of arynes into the N-H bonds in the N-alkoxy amides is described. A variety of the reactive functional groups including the reactive aldehyde carbonyl group, furan ring, carbon-carbon double bonds, and free N-H bond of indole are found to be compatible with this process. In particular, the protocol is applicable in the synthesis of structurally diverse N-aryl hydroxamates and hydroxamic acids derived from N-protecting amino acids and peptides. In the presence of multiple amide N-H bonds, the N-arylation reaction can proceed selectively in the N-H bonds of terminal N-OBn amides giving rise to the desired N-aryl hydroxamates.
- Zhang, Lanlan,Geng, Yu,Jin, Zhong
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p. 3542 - 3552
(2016/05/24)
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- The α-effect in micelles: Nucleophilic substitution reaction of p-nitrophenyl acetate with N-phenylbenzohydroxamate ion
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Pseudo-first-order rate constants have been determined for the nucleophilic substitution reactions of p-nitrophenyl acetate with p-chlorophenoxide (4-ClC6H4O-) and N-phenylbenzohydroxamate (C6H5CON(C
- Ghosh, Kallol K.,Vaidya, Jyoti,Satnami, Manmohan Lal
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- Synthesis and characterization of model ultimate carcinogens/metabolites derived from lead tetraacetate oxidation of arylnitrones: 2′-Deoxyguanosine adducts
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The synthesis of model reactive metabolites 4a-c by lead tetraacetate (LTA) oxidation of arylnitrones 3a-c is described. Compounds 4a-c react with deoxyguanosine (dG) to give N-benzoylated C8-adducts 5a-c. Following debenzoylation with the heterogeneous system (sodium carbonate/methanol) leads to the corresponding C8-adducts 6a-c.
- Mallesha,Kumar,Mantelingu,Rangappa
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p. 1459 - 1461
(2007/10/03)
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- Selective O-acylation of aromatic hydroxylamines by 2-acylimidazolium and 2-acylbenzimidazolium salts
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2-Acyl 1,3-dimethylbenzimidazolium and 2-acyl 1,3-dimethylimidazolium salts react with N-aromatic hydroxylamines in the presence of base to give the O-acyl derivatives.
- Santos, Pedro P. O.,Trindade, Cristina L.,Lobo, Ana M.,Prabhakar, Sundaresan
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p. 3793 - 3796
(2007/10/02)
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- Synthetic Applications of N-Aryl-O-acyl Hydroxamic Acids. A Convenient Route to 3-Substituted N-Benzoyl Oxindoles
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The enol silylethers of N-acyloxybenzanilides undergo smooth rearrangement to afford o-aminobenzoyl-phenylacetic acids and thence to oxindoles by dehydration.Key words: Oxindole; O-acyl hydroxamic acid; O-silylether; 3,3-rearrangement; cyclisation
- Almeida, Paulo S.,Prabhakar, Sundaresan,Lobo, Ana M.,Marcelo-Curto, M. Joao
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p. 2671 - 2674
(2007/10/02)
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