Novel One‐Pot Synthesis of Aziridines Containing Sydnone Moiety

A novel series of 1,1a‐dihydro‐1‐aryl‐2‐(3‐aryl‐sydnone‐4‐yl)‐azirino[1,2‐a] quinoxalines were prepared in a one‐pot reaction of 2,3‐dibromo‐1‐(3‐arylsydnone‐4‐yl‐)‐3‐arylpropan‐1‐one with o‐phenylenediamine employing triethylamine in ethanol. The new compounds were well characterized by IR,¹H NMR, mass spectra, and C,H,N analysis.     

One‐Pot Synthesis and Hydroxylaminolysis of Asymmetrical Acyclic Nitrones

Abstract

Aromatic aldehydes 1 were reductively aminated to the corresponding secondary amines 2 using NaBH₄ in methanol in good yields. Amines 2 were oxidized with H₂O₂‐WO₄ ^2? regioselectively to nitrones 3, the structures of which were easily determined by reacting them with hydroxylamine hydrochloride as well as by spectral means. The products of hydroxylaminolysis in ether proved to be the corresponding benzaldehyde oximes 4 and benzyl or methyl hydroxylamine hydrochlorides 5.     

Microwave‐Assisted One‐Pot Synthesis of 1,2,3,4‐Tetrahydrocarbazoles

A series of 1,2,3,4‐tetrahydrocarbazoles 3a–m were synthesized by the reaction of substituted 2‐bromocyclohexanones 2a–c with appropriate anilines 1a–i under microwave irradiation without any other catalysts.     

One‐Pot Synthesis of α‐Formyloxy Ketones from Enolizable Ketones

One‐pot synthesis of α‐formyloxy tones as well as α‐acetoxy ketones from enolizable ketones and [hydroxy(tosyloxy) iodo] benzene (HTIB)/polymer supported [hydroxy(tosyloxy) iodo] benzene (PSHTIB) in N,N–dimethylformamide (DMF)/N, N–dimethylacetamide (DMA) in high yields is described.     

One‐Pot Synthetic Route to a Class of Polydental Pyridylphosphines

Abstract

A one‐pot synthetic route is presented for convenient preparation of di‐2‐pyridylphenylphosphine (Py₂PPh, 1), di[(2‐pyridyl)phenylphosphino]methane (DPyPM, 2), and two new, long‐chain polydental pyridylphosphines: di[2‐(6‐diphenylphosphino)pyridyl]phenylphosphine (P₃N₂, 3) and bis[2‐(6‐diphenylphosphinopyridyl)phenylphosphino]methane (P₄N₂, 4).     

A Facile Stereoselective Synthesis of Ether-Linked β-D-Maltosyl- and β-D-Lactosyl-glycerolipids via Peracetylated Disaccharide α-Phosphoramidates

The reaction of 1-O-hexadecyl-2-O-methyl-sn-glycerol with 2,3,6,2′,3′,4′,6′-hepta-O-acetyl-α-lactosylphosphoramidate or α-maltosylphos-phoramidate in the presence of trimethylsilyl triflate and molecular sieves afforded 1-O-hexadecyl-2-O-methyl-3-O-(2,3,6,2′,3′,4′,6′-hepta-O-acetyl-β-lactosyl)-sn-glycerolipid or β-maltosyl-sn-glycerolipid stereoselectively in moderate yields after column chromatography. Alkaline hydrolysis of the O-peracetyl glycerolipids gave the desired β-glycolipids 1 and 2.     

Convenient One‐Pot Synthesis of Sulfonamides from Thiols using Trichloroisocyanuric Acid

A convenient synthesis of sulfonamides from thiols is described. In situ preparation of sulfonyl chlorides from thiols is accomplished by oxidation with trichloroisocyanuric acid (TCCA), benzyltrimethylammonium chloride and water (2.5 equiv). The sulfonyl chlorides are then further allowed to react with excess amine in the same reaction vessel. Triethylamine can be optionally added as acid scavenger.     

Efficient Bakers’ Yeast-Catalyzed Multicomponent Synthesis of α-Aminophosphonates in One Pot

Utilizing bakers’ yeast (Saccharomyces cerevisiae) as a biocatalyst, synthesis of α-aminophosphonates in one pot has been accomplished by the three-component reaction of an aldehyde, an amine, and diethyl phosphite in moderate to good yields under solvent-free reaction conditions.

Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications® to view the free supplemental file.     

Clean,One‐Pot Synthesis of Naphthopyran Derivatives in Aqueous Media

A general and practical one‐pot synthesis of naphthopyran derivatives using hexadecyltrimethylammonium bromide (HTMAB) as catalyst (10 mol%) is described. This method provides several advantages such as neutral conditions, high yields and simple workup procedure. The catalyst is low cost, facile, active, environmentally friendly, and reusable. In addition, water is chosen as a green solvent.     

New One‐Pot Procedure for the Synthesis of 2‐Substituted Benzimidazoles

A highly selective synthesis of 2‐substituted benzimidazole derivatives from the reaction of o‐phenylendiamine derivatives and aromatic aldehydes in the presence of an organic salt, NH₄OAc, in absolute ethanol is presented. The products were obtained by evaporating the solvent followed by a simple recrystallization with excellent yields.     

Ferric Perchlorate–Catalyzed One‐Pot Synthesis of α‐Aminonitriles using Trimethylsilylcyanide

A simple and efficient one‐pot method has been developed for the synthesis of α‐aminonitriles from aldehydes, amines, and trimethylsilyl cyanide in the presence of a catalytic amount of ferric perchlorate.     

The Preparation of β-Hydroxysulfoxides

. Oxidation of β-hydroxy thioethers with MnO₂-aqu. 35%/HCl in methanol gives β-hydroxy sulfoxides in high yields.     

New One‐Pot Three‐Component Synthesis of N‐Phenyl α‐Aminophosphonates

New one‐pot three‐component reactions employing aldehydes, triphenylphosphite, and N‐[(phenylamino)carbonyl]glycine ethyl ester in refluxing xylene readily afford N‐phenyl α‐aminophosphonates in low to moderate yields.     

Convenient and Regioselective One‐Pot Solvent‐Free Synthesis of ß‐Hydroxyphosphonates

A simple, efficient, regioselective, and solvent‐free method has been developed for the synthesis of β‐hydroxyphosphonates from epoxides and triethyl phosphite using ZnCl₂ in high yields under mild conditions.     

Convenient One‐Pot Synthesis of Vinyl Ethers from Phenyl 2‐Hydroxyalkyl Selenides

Vinyl ethers were prepared with good yields in a one‐pot, two‐step transformation by O‐alkylation reaction of phenyl 2‐hydroxyalkyl selenides with primary or secondary organic halides followed by oxidation elimination with 30% hydrogen peroxide.     

One‐Pot Synthesis of Iminoimidazolines under Microwave Irradiation in Solvent‐Free Conditions

Substituted iminoimidazolines were synthesized from a one‐pot reaction of aromatic or hetero‐aromatic amines with imidazolidine‐2‐thione under solvent‐free conditions using microwave irradiation with good to excellent yields.     

One–Pot Synthesis of β,γ-Unsaturated γ-Lactone Phosphorus Yildes using 2-Nitro Trans-Cinnamaldehyde and Acetylenic Esters in the Presence of Triphenylphosphine

Abstract

Three-component reaction of triphenylphosphine and 2-nitro trans-cinnamaldehyde with dialkyl acetylenedicarboxylate leads to β,γ-unsaturated γ-lactone phosphorus ylides in moderate yields. The reactions of 2-nitro trans-cinnamaldehyde with alkyl propiolates in the presence of triphenylphosphine produce 2H-pyran derivatives in moderate yields without the formation of any γ-lactone derivatives.     

Rapid One‐Pot Preparation of 2‐Substituted Benzimidazoles from Esters using Microwave Conditions

A high‐yielding one‐pot procedure for the generation of 2‐substituted benzimidazoles first from esters using a microwave procedure is described.     

The Triangle-relationship of β-lactam Antitiotics

The geometric parameters for D-Ala-D-Ala are optimized by MM, the most and next two stable conformations are obtained. According to the interaction model with target emzyme suggested by us, the traingle-relationship of it is obtained. This triangle-relationship could be found in the pharmaceuticals belong to different classes of β-actams also.     

Iodine‐Catalyzed,One‐Pot,Solid‐Phase Synthesis of Benzothiazole Derivatives

Molecular iodine was utilized in a one‐pot, solid‐phase, solvent‐free reaction between 2‐aminothiophenol and benzoic acid derivatives to obtain highly economical and excellent yield of benzothiazole derivatives in comparison to polyphosphoric acid- and [pmIm]‐Br‐catalyzed microwave synthesis reactions. The results of the studies revealed that the new method reduces cost by approximately 17‐fold in comparison to polyphosphoric acid and has a significant cost reduction in comparison to [pmIm]‐Br. Moreover, it becomes even more economical because no additional chemicals and solvents are necessary for the reaction.