- Synthesis of 2,3-dihydro-1H-indazoles by Rh(iii)-catalyzed C-H cleavage of arylhydrazines
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A rhodium-catalyzed efficient method for the synthesis of 2,3-dihydro-1H-indazoles is described. The reaction of arylhydrazines with olefins results in the corresponding 2,3-dihydro 1H-indazoles with exclusive regioselectivity via C-H bond activation. The utility of the methodology is illustrated by a rapid synthesis of 1H-indazoles under mild reaction conditions in half an hour. This journal is the Partner Organisations 2014.
- Yao, Jinzhong,Feng, Ruokun,Lin, Cong,Liu, Zhanxiang,Zhang, Yuhong
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p. 5469 - 5476
(2014/07/21)
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- Formation of enehydrazine intermediates through coupling of phenylhydrazines with vinyl halides: Entry into the Fischer indole synthesis
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Cut to the chase: Direct formation of an enehydrazine, an intermediate in the classic Fischer indole synthesis, solves the regioselectivity problem associated with indolization. This approach not only achieves selective synthesis of indoles through proper selection of the vinyl halide, but also leads to quick construction of desoxyeseroline and esermethole, as well as the key structural motif in the Akuammiline alkaloid vincorine. Copyright
- Zhan, Fuxu,Liang, Guangxin
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supporting information
p. 1266 - 1269
(2013/03/13)
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- Indole synthesis by rhodium(III)-catalyzed hydrazine-directed C-H activation: Redox-neutral and traceless by N-N bond cleavage
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Fishing for complements! There is an alternative to the useful Fischer indole synthesis. The new method utilizes the same retrosynthetic disconnection but is based on a RhIII-catalyzed directed C-H activation step and a successive coupling with alkynes. Copyright
- Zhao, Dongbing,Shi, Zhuangzhi,Glorius, Frank
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p. 12426 - 12429
(2013/12/04)
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- A safe synthesis of 1,5-disubstituted 3-amino-1 H-1,2,4-triazoles from 1,3,4-oxadiazolium hexafluorophosphates
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Hexafluorophosphoric acid promotes 1,3,4-oxadiazolium hexafluorophosphate formation from N′-acyl-N-aroyl-N-arylhydrazides or N′-acyl-N-acyl-N- arylhydrazides under mild conditions. These 1,3,4-oxadiazolium hexafluorophosphates can be treated with cyanamid
- Wong, Brian,Stumpf, Andreas,Carrera, Diane,Gu, Chunang,Zhang, Haiming
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supporting information
p. 1083 - 1093
(2013/05/21)
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- Pyridoindolone derivatives substituted in the 3-position by a heterocyclic group, their preparation and their application in therapeutics
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The present invention relates to pyridoindolone derivatives substituted in the 3-position by a heterocyclic group of general formula (I): in which: R1 represents a hydrogen atom or a (C1-C4)alkyl group; R2 repre
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Page/Page column 3
(2008/06/13)
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- Pyridoindolone derivatives substituted in the 3-position by a phenyl, their preparation and their application in therapeutics
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The present invention relates to pyridoindolone derivatives substituted in the 3-position by a phenyl of general formula (I): to processes for preparing the same and to their use in therapeutics.
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Page/Page column 5
(2010/02/15)
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- Preparation, properties, and reductive alkylation of arylhydrazides
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1 [-Acy]-2-arylhydrazines (1), readily obtained in high yield from the condensation of arylhydrazines and the appropriate liquid carboxylic acid (2), underwent reductive alkylation with the same or different liquid carboxylic acids (2) and NaBH4 to give 1-acyl-2-alkyl-2-arylhydrazines (3) in good to moderate yields. The carboxylic acid has both the role of supplying the entering alkyl group and of acting as solvent. Most likely, it also modifies the BH4- anion to an active reducing agent under those conditions. The 1H NMR criteria for identifying the location of acylation of hydrazines and E and Z isomers are given. The MS spectra of the prepared hydrazides were analyzed in order to identify relevant structural features leading to specific fragmentations.
- Verardo, Giancarlo,Toniutti, Nicoletta,Giumanini, Angelo G.
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p. 1180 - 1187
(2007/10/03)
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- Addition of Semidione Radicals to Arenediazonium Ions: Synthesis of 1,1-Diacyl-2-arylhydrazines
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The α-dicarbonyl compounds 1 are selectively reduced to semidione radicals 2 by aqueous Ti3+, via inner-sphere electron transfer (ET).When an equimolar amount of an arenediazonium salt (3) is present, 2 adds to the nitrogen-nitrogen triple bond of 3 to afford the intermediate azo radical cation C, which, depending on the nature of the para substituent of the N-phenyl ring, undergoes rearrangement to a 1,1-diacyl-2-arylhydrazine (4) or preferentially reduction to a hydrazone (5).A mechanism that accounts for both the rearrangement and the substituent effects that are observed is proposed.
- Clerici, Angelo,Porta, Ombretta
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p. 6813 - 6818
(2007/10/02)
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- REACTION OF 2-ARYLAZO-2,5-DIMETHYL-3(2H)-FURANONES WITH AMMONIA. PREPARATION OF β-ACETYL-β-(3-AMINO-2-BUTENOYL)ARYLHYDRAZINES.
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Ring opening of 2-arylazo-2,5-dimethyl-3(2H)-furanones (1a-d) with ammonia leads to previously unknown β-acetyl-β-(3-amino-2-butenoyl)arylhydrazines (3a-d).The reaction mechanism is discussed.
- Venturello, Carlo,D'Aloisio, Rino
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p. 2895 - 2898
(2007/10/02)
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