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1.
《Tetrahedron: Asymmetry》2004,15(3):457-463
An efficient synthesis of both enantiomers of dimethyl δ-amino-β-hydroxyethylphosphonate 6 has been achieved starting from anthranilic acid, through the resolution of dimethyl (±)-2-(2-N,N-dibenzylaminophenyl)-2-hydroxyethylphosphonate 9 with (S)-O-methylmandelic acid. The absolute configuration of the enantiomers 9 was assigned by the Dale and Mosher approach using the extended Newman projections and molecular mechanics. 相似文献
2.
The reaction of N-(1-methylbut-2-en-1-yl)-2-iodaniline with Ac2O or ClCH2C(O)Cl results in a mixture of syn- and anti-atropisomers of N-acetyl- and N-chloroacetyl-N-(1-methylbut-2-en-1-yl)-2-iodaniline in a ratio of 1:1. Ozonolysis of the latter followed by reduction with dimethyl sulfide in CH2Cl2 gives rise to the atropisomers mixture of 2-[N-(chloroacetyl)-N-(2-iodophenyl)]aminopropanal in a ratio of 1:3. When heated in boiling benzene, the mixture of atropoisomeric aldehydes reacts with triphenylphosphine to afford a mixture of 2-[(N-acetyl)-N-(2-iodophenyl)]aminopropanal atropisomers in 1:3 ratio. 相似文献
3.
《Journal of organometallic chemistry》2006,691(24-25):5423-5430
The reaction of (SPY-5-34)-dichloro-(κ2(C,O)-2-formylbenzylidene)(H2IMes)ruthenium (H2IMes=1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene) with potassium hydridotris(pyrazolyl)borate (KTp) in dichloromethane yielded an unusual ruthenium complex chloro(κ3(N,N,N)-chlorotris(pyrazolyl)borate)(κ2(C,C)-1-(2,4,6-trimethylphenyl)-3-(4,6-dimethylphenyl-2-methylidene)-4,5-dihydroimidazol-2-ylidene)ruthenium (2). In 2, a chlorotris(pyrazolyl)borate ligand, which had been created during this reaction, binds in κ3(N,N,N)-mode to the central ruthenium atom. Additionally, a double C–H activation of a methyl group of the H2IMes resulted in the formation of a chelating N-heterocyclic biscarbene ligand and liberation of the former 2-formylbenzylidene as 2-methylbenzaldehyde. Formally, a double hydrogen transfer from a methyl group of the H2IMes to the initial carbene carbon occurred. 2 was characterized by NMR spectroscopy, elemental analysis and single crystal X-ray structure determination. The reaction of KTp with (SPY-5-34)-dichloro(κ2(C,O)-2-ethoxycarbonylbenzylidene)(H2IMes)ruthenium, on the other hand, gave the expected product chloro(κ3(N,N,N)-hydridotris(pyrazolyl)borate)(H2IMes)(2-ethoxycarbonylbenzylidene)ruthenium (6). Compound 6 was characterized by NMR spectroscopy, elemental analysis and single crystal X-ray structure determination. Investigations of the relative activities of these complexes in model ring opening metathesis polymerizations showed a pronounced thermal latency. Polymerizations proceeded at temperatures above 100 °C in case of 6 and 130 °C in case of 2. 相似文献
4.
2-(2-Hydroxyaryl)imidazolidines were synthesized by reaction of aromatic carbonyl compounds with N,N′-dialkylethylenediamines. The title compounds were also prepared using the corresponding Schiff bases instead of carbonyl compounds. Phosphorylation of 2-(2-hydroxyphenyl)imidazolidines with phosphoryl and phosphorothioyl chlorides and phosphorochloridites was accomplished. The reaction of O-phosphorylsalicylaldehyde with N,N′-dialkylethylenediamines also afforded 2-(2-hydroxyphenyl)imidazolidines. 相似文献
5.
Shin-ichi Takekuma Keisuke Nagata Yûsuke Yoshioka Hironori Obata Takaharu Minami Tomoyoshi Tanaka Keisuke Yashima Toshie Minematsu Hideko Takekuma 《Tetrahedron》2012,68(33):6737-6758
Wittig reactions of 2-furaldehyde (20) [and thiophene-2-carbaldehyde (21)] with (3-guaiazulenylmethyl)triphenylphosphonium bromide (19) in ethanol containing NaOEt at 25 °C for 24 h under argon give (E)-1-(2-furyl)-2-(3-guaiazulenyl)ethylene (22E) and (E)-1-(2-thienyl)-2-(3-guaiazulenyl)ethylene (23E) in 53 and 36% yields. Similarly, Wittig reactions of 3-furaldehyde (29) [and thiophene-3-carbaldehyde (30)] with 19 under the same reaction conditions as for 20 and 21 afford (E)-1-(3-furyl)-2-(3-guaiazulenyl)ethylene (31E) and (E)-1-(3-thienyl)-2-(3-guaiazulenyl)ethylene (32E) in 32 and 46% yields. Molecular structures and characteristic properties as well as preparation of the title E (i.e., one of the geometrical isomers) forms, with a view to comparative study, are reported. Moreover, reactions of those conjugated π-electron systems with TCNE (=tetracyanoethylene) in benzene [and in DMF (=N,N-dimethylformamide)] at 25 °C for 24 h under argon yield unique products, possessing interesting molecular structures, respectively, whose characteristic properties and crystal structures are documented, also. 相似文献
6.
《Mendeleev Communications》2021,31(6):856-858
An efficient synthesis of new (Z,E)-2-(alkylthio)alk-2-en-4-ynals by aldol condensation reaction of ynals with (alkylthio)-acetaldehydes using NaOH/DMF system has been developed.The reaction of these products with N,N-diphenylethylene-diamine and p-tosylmethyl isocyanide proceeds at the carbonyl group to form the corresponding imidazolidine and oxazole derivatives. 相似文献
7.
A. P. Molchanov T. Q. Tran A. V. Stepakov G. L. Starova R. R. Kostikov 《Russian Journal of Organic Chemistry》2014,50(1):78-82
N-Aryl-C-(arylcarbamoyl)nitrones regioselectively add to methyl 2-(2-phenylcyclopropylidene)-acetate and methyl 2-methylidene-3-phenylcyclopropanecarboxylate to give in each case two diastereoisomeric 5-oxa-6-azaspiro[2.4]heptane-4-carboxylates. 相似文献
8.
Reaction of (E)-2-(benzylidene-amino)ethanol 2 with nitric oxide afforded an (E)-rotamer dominant mixture of (E)- and (Z)-N-nitroso-2-aryl-1,3-oxazolidine 3 at room temperature in good overall yields. 相似文献
9.
Yu. A. Aizina I. B. Rozentsveig S. K. Petkevich V. I. Potkin G. G. Levkovskaya 《Russian Journal of Organic Chemistry》2014,50(3):355-360
The reaction of N,N-dichloro-2-methylbenzenesulfonamide with trichloroethylene gave a new representative of highly electrophilic N-sulfonyl polyhaloaldehyde imines, 2-methyl-N-(2,2,2-trichloroethylidene) benzenesulfonamide. High reactivity of the product was demonstrated in the addition of water and 2-methylbenzenesulfonamide and reactions with benzene, toluene, anisole, thiophene, and 2-chlorothiophene. N,N-Dichlorobenzenesulfonamides and N,N-dichlorotrifluoromethanesulfonamide failed to react with 1,1,3,3,4,4-hexachlorobut-1-ene and 1,1,2,3,4-pentachlorobuta-1,3-diene under the conditions ensuring formation of N-(2,2,2-trichloroethylidene)arenesulfonamides from N,N-dichloroarenesulfonamides and trichloroethylene. 相似文献
10.
The reactions of N-methylsulfonyl-and N-(p-tolylsulfonyl)-2-(cyclopent-1-en-1-yl)-6-methylaniline with molecular bromine in the presence of potassium thiocyanate gave N-methylsulfonyl-and N-(ptolylsulfonyl)-2-(5-isothiocyanatocyclopent-1-en-1-yl)-6-methylanilines. N-Methylsulfonyl-2-(cyclopent-1-en-1-yl)-6-methylaniline reacted with bromine in methanol in the presence of NaHCO3 or with CuBr2 in MeOH to afford N-methylsulfonyl-2-(5-methoxycyclopent-1-en-1-yl)-6-methylaniline. The reaction of N-methylsulfonyl-2-(5-isothiocyanatocyclopent-1-en-1-yl)-6-methylaniline with diethylamine led to the formation of N-methylsulfonyl-2-{5-[diethylamino(thioxo)methyl]aminocyclopent-1-en-1-yl}-6-methylaniline which was converted into 5-methyl-4-methylsulfonyl-2,3,3a,4-tetrahydrocyclopenta[b]indole by heating with potassium hydroxide. 相似文献
11.
We report a facile one-pot, three-step synthesis of N-(4-(2-aminopyridin-4-yl)thiazol-2-yl)-2-phenylacetamides via condensation of 2-p-methoxybenzylamino-4-acetylpyridine with phenylacetylthioureas. 相似文献
12.
M. Zh. Ovakimyan S. K. Barsegyan A. S. Pogosyan N. M. Kikoyan M. G. Indzhikyan 《Russian Journal of General Chemistry》2006,76(11):1757-1759
Dehydrogenation of 1-(diphenylphosphinoyl)-2-hydrazino-substituted ethanes and N-butyl-N′-phenylhydrazine to the corresponding hydrazone derivatives is performed. Both reactions were established to involve predominantly, if not exclusively, an azo intermediate. 相似文献
13.
《Tetrahedron: Asymmetry》1998,9(23):4239-4247
Diastereoselective lithiation of (S)-2-ferrocenyl-4-(1-methylethyl)oxazoline, followed by addition of N2O4, gave (S)-2-[(pS)-2-nitroferrocenyl]-4-(1-methylethyl)oxazoline which was subsequently converted into derivatives of (pS)-2-aminoferrocenecarboxylic acid. The corresponding (pR)-derivatives were obtained through use of a removable TMS blocking group. The 2-nitroferrocenyloxazolines produced in this work underwent facile photo-decomplexation to give 2-nitrocyclopentadienyliden-1,3-oxazolidenes. 相似文献
14.
Siddaiah Vidavalur Mahaboob Basha GajulaRamu Tadikonda Mangarao NakkaSudhakar Dega Santosh Kumar YadavChristopher Voosala 《Tetrahedron letters》2014
An efficient PTSA catalyzed synthesis of 2-(N-acyl)aminobenzimidazoles and 2-(N-acyl)aminobenzothiazoles has been described using S-ethylated-N-acylthioureas as substrates and polyethylene glycol as solvent. 相似文献
15.
T. P. Efimova O. Yu. Ozerova T. A. Novikova R. I. Baichurin V. M. Berestovitskaya 《Russian Journal of General Chemistry》2014,84(8):1496-1499
Reactions of 1-amino-2-nitroguanidine with 2-aryl(hetaryl)-1-nitro-1-ethoxycarbonyl(benzoyl)-ethenes proceed via initial formation the aza-Michael product, are accompanied by liberation of nitroacetic ester (or nitroacetophenone), and result in N-aryl(hetaryl)methylidene-N-(2-nitroguanidino)amines. 相似文献
16.
Preparation of 2-amino-N-(1-H-benzimidazol-2-yl)benzamide and a variety of new 3-(2-benzimidazolyl)-2-alkyl-4-(3H)-quinazolinones using isatoic anhydride, 2-aminobenzimidazole and orthoesters under microwave irradiation are described. 相似文献
17.
《Tetrahedron: Asymmetry》1998,9(23):4165-4173
Chiral di- or triamines, (S)-2-(N,N-disubstituted aminomethyl)indoline 1a–d, derived from (S)-indoline-2-carboxylic acid were efficient chiral catalysts for the enantioselective addition of dialkylzincs to aldehydes. The best results were obtained by employing 15 mol% of (S)-2-(4-methylpiperazin-1-ylmethyl)indoline 1c, and chiral secondary alcohols were obtained in up to 97% ee. 相似文献
18.
In the search for an approach to N-vinyltriflamides with a free NH group TfNHCH=CHR (Tf = CF3SO2) N-(benzyl)-N-(2-bromo-2-phenylethenyl)triflamide TfN(Bn)CH=CHPh was synthesized through bromination-dehydrobromination of N-(benzyl)-N-(2-phenylethyl)triflamide. At removing the benzyl protecttion by the action of trifluoromethanesulfonic acid benzyl alcohol separated; however instead of the target N-styryltriflamide unexpectedly the product of its hydrogenation was obtained, N-(2-phenylethyl)triflamide. Obviously, the benzyl alcohol was the hydrogen donor, and the easy hydrogenation was facilitated by the high electrophilicity of the double bond in N-styryltriflamide because of strong electron-acceptor effect of the triflyl group. 相似文献
19.
Jiri Kos Tomas Gonec Michal Oravec Izabela Jendrzejewska Josef Jampilek 《Molecules (Basel, Switzerland)》2021,26(14)
A set of twenty-four 3-hydroxynaphthalene-2-carboxanilides, disubstituted on the anilide ring by combinations of methoxy/methyl/fluoro/chloro/bromo and ditrifluoromethyl groups at different positions, was prepared. The compounds were tested for their ability to inhibit photosynthetic electron transport (PET) in spinach (Spinacia oleracea L.) chloroplasts. N-(3,5-Difluorophenyl)-, N-(3,5-dimethylphenyl)-, N-(2,5-difluorophenyl)- and N-(2,5-dimethylphenyl)-3-hydroxynaphthalene-2-carboxamides showed the highest PET-inhibiting activity (IC50 ~ 10 µM) within the series. These compounds were able to inhibit PET in photosystem II. It has been found that PET-inhibiting activity strongly depends on the position of the individual substituents on the anilide ring and on the lipophilicity of the compounds. The electron-withdrawing properties of the substituents contribute towards the PET activity of these compounds. 相似文献
20.
《Tetrahedron letters》2019,60(44):151205
A simple and efficient approach for the synthesis of novel 2-carboxanilido-3-arylquinazolin-4-ones via the one-pot condensation of readily available N1-(2-carboxyphenyl)-N2-(aryl)oxalamides with various aromatic amines is described. Notably, this methodology allows us to synthesize 3-aryl-quinazolin-4-ones using aromatic amines with various substituents, both electron-donating and electron-withdrawing, which ensures structural diversity of the products and an atomic-economic process. 相似文献