39142-92-2Relevant academic research and scientific papers
Intramolecular Hydroamidation of ortho-Vinyl Benzamides Promoted by Potassium tert-Butoxide/N,N-Dimethylformamide
Chen, Zhen-Yu,Wu, Liang-Yu,Fang, Hai-Sheng,Zhang, Ting,Mao, Zhi-Feng,Zou, Yong,Zhang, Xue-Jing,Yan, Ming
supporting information, p. 3894 - 3899 (2017/10/07)
An intramolecular hydroamidation of ortho-vinyl benzamides had been developed. The reaction was promoted efficiently by potassium tert-butoxide and N,N-dimethylformamide without the need for strong oxidants or transition-metal catalysts. A series of dihyd
Novel chemoselective desulfurization of γ-phenylthio-substituted aromatic lactams: Application to the synthesis of isoindolobenzazepine alkaloid, lennoxamine
Suzuki, Takamasa,Takabe, Kunihiko,Yoda, Hidemi
, p. 3407 - 3410 (2007/10/03)
Treatment of a variety of γ-phenylthio-substituted aromatic lactams with lithium aluminum hydride in the presence of cuprous iodide led to novel chemoselective desulfurization reactions to afford the corresponding substituted aromatic lactams without givi
A new entry for the preparation of substituted aromatic carbonyl compounds mediated by Samarium(II) iodide
Yoda, Hidemi,Kohata, Naoki,Takabe, Kunihiko
, p. 1087 - 1094 (2007/10/03)
A new route to substituted aromatic lactones and lactams via SMI2-promoted desulfurization is described. Direct replacement of the phenylthio substituent by hydroxyalkylated groups featuring the novel accessible process for the construction of continuous quaternary carbon centers could be accomplished when the same type of reactions was undertaken with carbonyl compounds in the presence of SmI2.
Palladium-catalysed heteroannulation with terminal alkynes: A highly regio- and stereoselective synthesis of (Z)-3-aryl(alkyl)idene isoindolin-1- ones
Kundu, Nitya G.,Khan, M. Wahab
, p. 4777 - 4792 (2007/10/03)
A highly regio- and stereoselective method for the synthesis of (Z)-3- aryl(alkyl)idene isoindolin-1-ones through palladium-copper catalysis is described. 2-Iodobenzamide 1 and its substituted derivatives 2-10 were reacted with terminal alkynes 11-19 in the presence of (PPh3)2PdCl2, CuI, and Et3N in DMF mostly at 80°C for 16 h to yield the 2-alkynyl substituted benzamides 20-38, 40-45, 77 which could then be cyclised with NaOEt in EtOH to the 3-aryl(alkyl)idene isoindolin-1-ones 46-49, 51, 53-55, 57, 59-71, 73 and 75. In certain cases, the isoindolin-1-ones 50, 52, 56 and 58 could be directly obtained by the palladium-catalysed reactions. (C) 2000 Elsevier Science Ltd.
The Reduction of Tertiary N-Styrylenamides
Ainscow, R. Barry,Brettle, Roger,Shibib, Sa'ad M.
, p. 1781 - 1786 (2007/10/02)
Magnesium and methanol reduction of N,9-dibenzyl-8-azabicyclonon-1(6)-en-7-one (6) gave all four racemates of N,9-dibenzyl-8-azabicyclononan-7-one (1)-(4), with a 13:6 ratio of cis-fused to trans-fused products.Selective reduction of N,9-dibenzyl-8-azabicyclonon-1(6),3-dien-7-one (5) gave almost exclusively the two cis-fused racemates of N,9-dibenzyl-8-azabicyclonon-3-en-7-one (9) and (10).Magnesium and methanol did not reduce (E)-N-benzyl-9-benzylidene-cis-bicyclononan-7-one (7) and (E)-N-benzyl-N-(1-methyl-2-phenylvinyl)-acetamide (16a), but did reduce (E)-N-benzyl-N-styrylacetamide (16b) and (E)- and (Z)-N-styrylpyrrolidin-2-one (13) and (14); incomplete reduction of (Z)-N-benzyl-N-(1-methyl-2-phenylvinyl)-acetamide (15a) and (Z)-N-benzyl-N-styrylacetamide (15b) was observed.Reduction does not occur when the styryl phenyl group is twisted out of conjugation.Sodium and liquid ammonia reduction of (E)-N-benzyl-9-benzylidene-cis-8-azabicyclononan-7-one (7) gave (1RS,6SR,9RS)-9-benzyl-8-azabicyclononan-7-one and N-benzyl-2-(2-phenylethyl)cyclohexane-1-carboxamide (20).A similar cleavage of the β-styryl-nitrogen bond was observed in the reduction of (Z)-N-benzyl-N-(1-methyl-2-phenylvinyl)acetamide (15a), but not with (E)-N-styrylpyrrolidin-2-one (13).Several tertiary N-styrylenamides were not reduced by sodium cyanoborohydride in acetic acid but N-benzyl-9-benzylidene-cis-8-azabicyclonon-3-en-7-one (8) and N-benzyl-9-benzylidene-cis-8-azabicyclononan-7-one (7) gave (1RS,6SR,9RS)-N,9-dibenzyl-8-azabicyclonon-3-en-7-one (9) and (1RS,6SR,9RS)-N,9-dibenzyl-8-azabicyclononan-7-one (2) respectively.
BASE-CATALYZED CYCLISATION OF N-ALKYL-(E)-STILBENE-2-CARBOXAMIDES
Napolitano, Elio,Fiaschi, Rita,Marsili, Antonio
, p. 1319 - 1320 (2007/10/02)
When the N-substituent is a not-hindered alkyl group, the title compounds (1) cyclise to the corresponding N-alkyl-3-benzylphtalimides (2).
