- Single-pot tandem oxidative/C-H modification amidation process using ultrasmall PdNP-encapsulated porous organosilica nanotubes
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Herein, we studied a single-pot method with a dual catalysis process towards the conversion of primary aromatic alcohols to amides using ultrasmall PdNPs of controlled uniform size (1.8 nm) inside hybrid mesoporous organosilica nanotubes (MO-NTs). The cat
- Gholipour, Behnam,Liu, Xiao,Rostamnia, Sadegh,Zonouzi, Afsaneh
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p. 4276 - 4287
(2022/02/16)
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- Selective Oxidative Decarbonylative Cleavage of Unstrained C(sp3)-C(sp2) Bond: Synthesis of Substituted Benzoxazinones
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A transition metal (TM)-free practical synthesis of biologically relevant benzoxazinones has been established via a selective oxidative decarbonylative cleavage of an unstrained C(sp3)-C(sp2) bond employing iodine, sodium bicarbonate, and tbutyl hydroperoxide in DMSO at 95 °C. Control experiments and Density Functional Theory (DFT) calculations suggest that the reaction involves a [1,5]H shift and extrusion of CO gas as the key steps. The extrusion of CO has also been established using PMA-PdCl2.
- Verma, Ajay,Kumar, Sangit
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p. 4388 - 4391
(2016/10/11)
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- Synthetic studies and antibacterial activity of nucleobases and their N- and S-glucosides from 2-amino benzoic acid and its benzamido derivatives
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A series of S-glucosides 11a-14a and their benzamido derivatives 11b-14b have been synthesized by reacting D-glucose with thiol groups of 5-(2′-aminophenylene)-1,3,4-oxadiazole-2-thioles 7(a,b), 5-(2′-aminophenylene)-1,3,4-thiadiazole-2-thiols 8(a,b), 5-(2′-aminophenylene)-1,2,4-triazole-3-thiols 9(a,b) and 5-(2′-aminophenylene)-4-N-amino-1,2,4-triazole-3-thiols 10(a,b). The thiols 7(a,b)-10(a,b) have been synthesized from hydrazides 3(a,b) which already been synthesized from 2-aminobenzoic acid and its benzamido derivative. All synthesized compounds were characterized by IR, UV,1H- and13C- NMR. Nucleobases and a representative of S-glycoside were tested in vitro against the following microorganisms: two Gram-positive bacteria Staphylococcus aureus and Bacillus cereusand two Gram-negative bacteria Escherichia coli, Pseudomonas aeruginosa and they exhibited significant effects. Amykacine was used as positive standard.
- Benhammadi, Samia,Iraten, Salima,Othman, Adil A.
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p. 2567 - 2576
(2016/11/22)
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- Efficient tandem aqueous room temperature oxidative amidations catalysed by supported Pd nanoparticles on graphene oxide
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Pd nanoparticles deposited onto graphene oxide nanosheets (SE-GO/PdNPs) were found to successfully promote two oxidative processes for the synthesis of amides, providing alternative possibilities to these important compounds. SE-GO/PdNPs exhibited excellent activities with an optimum efficiency in tandem one-pot conversion of alcohols to amides in the presence of various amines.
- Rostamnia, Sadegh,Doustkhah, Esmail,Golchin-Hosseini, Habib,Zeynizadeh, Behzad,Xin, Hongchuan,Luque, Rafael
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p. 4124 - 4133
(2016/07/06)
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- N-Benzoyl-N-methylsulfonylanthranilates: Unexpected cyclization reaction to 4-alkoxy-2,1-benzothiazines
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The synthesis of 4-alkoxy-1H-2,1-benzothiazine 2,2-dioxide derivatives was achieved through an unexpected base-mediated cyclization of N-benzoyl-N- methylsulfonylanthranilates. A reaction mechanism involving the sulfene species has been postulated. The ob
- Manfroni, Giuseppe,Meschini, Francesco,Costantino, Ferdinando,Tabarrini, Oriana,Cecchettia, Violetta
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p. 165 - 176
(2011/08/07)
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- Ring Fission of Quinazolines by Means of the Reissert Reaction
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Under the Reissert reaction conditions, quinazoline (1a) afforded 2'-formylbenzanilide (2a), o-aminobenzaldehyde (3a), and N-formylbenzamide (4).Similarly, 4-methyl- (1b) and 4-ethoxyquinazoline (1c) gave the corresponding benzanilides 2b and 2c, respectively, o-aminoacetophenone (3b, from 1b), and benzamide (5).It was confirmed that the same results were obtained in the absence of the cyanide ion.A substituent at the 2-position prevented the ring fission, and only the corresponding N3-benzoyl pseudo-base (14) was obtained.The generality of the ring fission was shown by the reactions of 1-phenyl-1H-pyrazolopyrimidine (6) and 3-phenyl-3H-1,2,3-triazolopyrimidine (8), giving 5-amino-1-phenyl-1H-pyrazole-4-carbaldehyde (7) and 5-amino-1-phenyl-1H-1,2,3-triazole-4-carbaldehyde (9), respectively.Keywords - 4-substituted quinazoline; 1H-pyrazolopyrimidine; 3H-1,2,3-triazolopyrimidine; 2'-acylbenzanilide; 2-aminophenyl alkyl ketone; N-formylbenzamide; ring fission.
- Higashino, Takeo,Kokubo, Hiroyasu,Goto, Ayako,Takemoto, Masumi,Hayashi, Eisaku
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p. 3690 - 3694
(2007/10/02)
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