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1.
The double Kabachnik–Fields condensation of primary amines with 2 equivalents of the other reagents (formaldehyde and a >P(O)H species, such as dialkyl phosphites, diphenylphosphine oxide, as well as the related dioxaphosphorine and oxaphosphorine derivatives) carried out under microwave conditions afforded the title products in 79–94% yields. The bis(phosphinoxidomethyl)amines were converted, after double deoxygenation, to the corresponding ring platinum complexes.
2.
In a short reaction time, acyl chlorides and dry tetrahydrofuran react in the presence of a catalytic amount of magnesium turnings (Mg) at 25 °C to give 4-chlorobutyl esters in excellent yields.
3.
The dehydration of aldoximes and amides, and oxidation of benzoin are accomplished in one-pot using in situ–generated Burgess-type reagent.
Keywords: Amide, benzil, benzoin, Burgess reagent, Burgess-type reagent, dehydration, nitrile, oxidation, oxime
4.
Oleksandr P. Dacenko Olga V. Manoylenko Pavel K. Mykhailiuk Dmitriy M. Volochnyuk Oleg V. Shishkin 《合成通讯》2013,43(7):981-992
An improved synthesis of Boc-monoprotected 5- and 6-amino-2-azanorbornanes is reported. The synthetic scheme consists of five steps and allows multigram quantities of the title compounds to be obtained. The regio- and stereochemistries of the products are established by two-dimensional NMR experiments.
5.
A new synthesis of 3-methoxypropanal from glycerol was presented. With this new approach, the conversion of glycerol to 3-methoxypropanal can be effected in moderate yield using catalysts of copper sulfate and polyethylene glycol (PEG).
6.
Mahantesha Basanagouda 《合成通讯》2013,43(17):2569-2582
A novel method for the synthesis of 2-phenyl-5-(o-hydroxyphenyl)-pyridazin-3(2H)-ones and 5-(o-hydroxyphenyl)-pyridazin-3(2H)-ones has been found during the reaction of 4-bromomethylcoumarins with phenylhydrazine and hydrazinehydrate, respectively, under controlled alkaline conditions.
7.
G. C. M. Kondaiah M. Vivekanandareddy L. Amarnath Reddy Smita V. Anurkar V. M. Gurav M. Ravikumar 《合成通讯》2013,43(8):1186-1191
An asymmetric synthesis of (S,S,S)-2-aza-bicyclo-[3.3.0]-octane-3-carboxylic acid benzyl ester 2 as an intermediate of angiotensin converting enzyme (ACE) inhibitor, ramipril 1, is described.
8.
Nagendra B. Kondekar 《合成通讯》2013,43(9):1301-1308
A short and enantioselective formal synthesis of (R)-selegiline has been achieved using Jacobsen's hydrolytic kinetic resolution (HKR) of phenyl propylene oxide.
9.
10.
Dao M. Nguyen 《合成通讯》2013,43(12):1759-1771
Copper iodide was employed as an efficient catalyst for the synthesis of 1,2,3-triazole derivatives of podocarpic acid at room temperature through “click” chemistry cycloaddition reactions of methyl O-propargylpodocarpate and propargyl O-propargylpodocarpate with azides.
11.
An efficient one-pot synthetic strategy for 2-aminobenzoxazoles was developed from isothiocyanates and 2-aminophenol using triflic acid as a cyclodesulfurizing reagent.
12.
Synthesis of dibenzoxanthenes through condensation of β-naphthol with various aromatic and aliphatic aldehydes in ethanol as an ecofriendly solvent using RuIII as catalyst is reported.
13.
Reactions of (N-isocyanimino)triphenylphosphorane with aromatic bis-aldehydes (isophthalaldehyde and terphthalaldehyde) in the presence of aromatic (or heteroaromatic) carboxylic acids proceed smoothly at room temperature and in neutral conditions to afford sterically congested 1,3,4-oxadiazole derivatives in good yields. The reaction proceeds smoothly and cleanly under mild conditions, and no side reactions were observed.
14.
Phenyl-1,2,3-triazoles containing (E)-vinyl halide were readily synthesized via a one-pot, three-component reaction of 3-(4- or 2-azidophenyl)acrylic acid, NXS(X=Cl, Br and I) and 1-alkynes in MeCN-H2O (9:1 v/v) catalyzed by LiOAc/CuI–sodium ascorbate system.
15.
Daniel R. Zuidema Sarah L. Williams Katherine J. Wert Karin J. Bosma Abigail L. Smith Robert C. Mebane 《合成通讯》2013,43(19):2927-2931
Aryl ketones are readily deoxygenated to their corresponding aryl alkanes upon treatment with Raney nickel catalyst in boiling 2-propanol.
16.
A new and efficient method for the demethylation of 6-membered aza-heterocyclic methyl ethers is described using lithium chloride and para-toluenesulfonic acid. This process is chemoselective for aza-heterocyclic methyl ethers in the presence of aryl methyl ethers.
17.
Nalajam Guravaiah 《合成通讯》2013,43(8):1167-1174
Reaction of phenyl acetylene with 3-(1-aryl-2-mercapto-4-imidazolyl)-2H-1-benzopyran-2-ones (4) in the presence of sodium hydroxide in absolute ethanol led to the formation of 3-(1-phenyl-2-(Z-styrylthio)-1H-imidazol-4-yl)-2H-chromen-2-ones (6) in excellent yields. These, on further oxidation with H2O2/AcOH, gave the corresponding sulfones (7) with retention of stereochemistry.
18.
A simple and efficient method has been developed for the synthesis of sulfonamide phosphonates from N-tosyl aldimines and dimethyl trimethylsilyl phosphite at 0 °C in the presence of Amberlyst-15 as a heterogeneous catalyst.
19.
An efficient asymmetric synthesis of (S)-methyl 3-[4-[2-hydroxy-3-(isopropyl amino) propoxy] phenyl] propanoate is described. The key intermediate (S)-methyl 3-[4-(oxiran-2-ylmethoxy) phenyl] propanoate was obtained by hydrolytic kinetic resolution method using Jacobsen catalyst.
20.
In this study, silica-supported titanium tetrachloride was prepared and used as a novel catalyst for rapid and efficient synthesis of 2,4,5-trisubstituted imidazoles by a three-component, one-pot condensation of 1,2-diketones and aryl aldehydes in excellent yield under solvent-free conditions using conventional heating or microwave irradiation.