One-Pot, Three-Component Coupling Approach to the Synthesis of α-Iminocarboxamides

A one-pot, three-component coupling was accomplished via the nucleophilic addition of an alkylsamarium(III) species to isocyanides and the subsequent addition of the resultant imidoyl samarium(III) species to isocyanates under mild conditions for the formation of α-iminocarboxamides. The developed sequential C-C bond-forming procedure enabled the rapid synthesis of the α-iminocarboxamides in good to excellent yields from readily available starting materials.     

One-Pot Synthesis of β-Phosphonomalonates Catalyzed by Molecular Iodine

A one-pot procedure has been developed for the synthesis of β-phosphonomalonates via P-C bond formation through tandem Knoevenagel–phospha–Michael reaction catalyzed by iodine as a new, inexpensive, nonmetallic, and commercially available catalyst.

[Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for the following free supplemental resource(s): Full experimental and spectral details.]     

A Facile One-pot Method for the Synthesis of Vinyl Ethers from 2-Hydroxyalkyl Phenyl Selenides

chloride instead of primary or secondary organic halide, only 21% isolated yield of 1-tert-butoxy-1-phenylethene was obtained. Obviously, t-butyl chloride would tend to mainly take place the elimination reaction rather than the substitution reaction under sodium alkylate. Scheme 1 R1OHPhSe R2R3CHX 2NaH/THFR1OPhSeCHR2R3R1 OCHR2R3H2O21 3 4 Table 1 Preparation of vinyl ethers from 2-hydroxyalkyl phenyl selenides Entry R1 R2R3X Product a Yield (%) b 1 C6H5 CH2=CHCH2Br 4a 83 …     

A One-Pot Conversion of Cyclic Anhydrides to Ethyl ω-Dialkylaminoalkanoates

Ethyl ω-dialkylaminoalkanoates are conveniently obtained in good yield by a one-pot procedure from cyclic anhydrides by successive treatment with a secondary amine, triethyloxonium fluoroborate, and sodium borohydride.     

New Synthesis of Donepezil Through Palladium‐Catalyzed Hydrogenation Approach

A new, economical, and efficient process has been developed for large‐scale synthesis of donepezil 1, an anti‐Alzheimer's drug. The process involves palladium‐catalyzed hydrogenation of (2E)‐5,6‐dimethoxy‐2‐(pyridin‐4‐ylmethylene)indan‐1‐one 6 to provide 5,6‐dimethoxy‐2‐(piperidin‐4‐ylmethyl)indan‐1‐one 8 as a key step.     

Highly Efficient One-Pot Synthesis of α-Aminophosphonates Catalyzed by Ytterbium Triflate in Water

A facile one-pot, three-component synthesis of α -aminophosphonates catalyzed by ytterbium triflate [Yb(OTf)₃] in water using polyoxyethanyl α -tocopheryl sebacate (PTS) as amphiphile has been developed. The catalytic system could be readily recycled and reused several times without significant loss in its activity.     

One-Pot,Three-Component Synthesis of α-Aminophosphonates Catalyzed by Acyclic Acidic Ionic Liquids

Some acyclic acidic ionic liquids were prepared and used as the catalysts for the one-pot, three-component synthesis of α-aminophosphonates from aldehydes, amines, and trimethylphosphite at room temperature in water. The products could simply be separated from the system of catalyst/water, and the catalysts could be reused at least six times without noticeably decreasing the catalytic activity.     

An Efficient Approach to Spirosesquiterrenes. Synthesis of (±)β-Vetivone.

(±)β-Vetivone and (±) 10-epi-β-vetivone have been synthesized in 6 steps via an efficient spiroannelation-functionalization sequence.     

A Novel Approach to Synthesis of Tricyclic Diterpenoid

A novel approach has been found and the first total synthesis of (±)-Salvirecognine was accomplished by using it. In which intramolecular cyclization and Friedel-Crafts alkylation took place simultaneously to afford key intermediates for synthesis of aromatic tricyclic diterpenoids OMe PPA O O O OMe 1 2 Scheme 1 As shown in Scheme 1 intramolecular cyclization and Friedel-Crafts alkylation took place simultaneously when compound 1 was treated by PPA at 125 ℃. In which the i-pr…     

New Approach to Synthesis of 6,7—Dimethoxyisatin

A new approach to synthesis of 6,7-dimethoxyisatin is reported.2-nitro-3,4-dimethoxy mandelonitrile in glacial acetic acid was treated with the solution of stannous chloride in hydrochloric acid to give 6,7-dimethoxyisatin in a high yield.     

New One-Pot Synthesis of ò-Iodoalkyne

A high yielding, one-pot general procedure for the synthesis of ò-iodoalkyne is described.     

One-Pot Synthesis of Pyrazolyl-Containing α-Aminophosphonates

Abstract

A series of novel pyrazolyl-containing α-aminophosphonates were synthesized by one-pot reaction from 4-formylpyrazole, substituted aromatic amines, and dialkylphosphites. The synthesized compounds were characterized by elemental analysis, ¹H NMR, and IR spectroscopy. Single-crystal X-ray diffraction data of compounds 4a and 5b were obtained, and some of these compounds showed inhibitory effect on eggplant-infecting Botrytis cinerea.

Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements for the following free supplemental resource: Tables S1-S4. Figures S1 and S2 .cif files.     

Phase Transfer–Catalyzed,One-Pot Synthesis of Some Novel N-Pyrimidinyl-N′-nicotinyl Thiourea Derivatives

Abstract

A new series of acyl thiourea derivatives were synthesized in one-pot using PEG-600 as the phase transfer catalyst (PTC). The structures of title compounds were characterized by ¹H NMR, IR, MS, and elemental analysis. In addition, the fungicidal activity of the acyl thiourea derivatives were tested, which showed that most of them exhibit moderate activity.

Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.

GRAPHICAL ABSTRACT      

A Novel Stereoseletive Approach to (E)-Vinylic Selenides

Vinylicselenidesareimportantintermediatesinorganicsynthesis.andtheirpromisingpotentialcouldbeanticipatedbythecombinationofthespecialreactivityofseleniumandthereactivit}'associatedwithcarbon-carbondoublebond.particularly'the}'areextremely"set'ulinhighlystereoselectiveC-Cbondformationprocess'.Variouspreparationsofthesecompoundshavebeenreported,butmostofthesemethodsinvolvedthedisposalofhighlytoxicselenides,suchasRSeX,RSeSeRandRSeH.Futhermore,manyofthesemethodsarenotstereocontrolledandgivemixt…     

Accelerated Approach to the Synthesis of Fluoriated Polyether Dendrimers

Fluorine-containinglinear0rcascadepolymersexhibitexcellentthermalstabilityandoxidativeresistance,g00delectricalpropertiesands0lventresistance,andareexcellentcandidatesf0radvancedmaterialsI'2.Replacementofhydr0genwithfluorineyieldsanoxidativelyandthermallystablepolymer,anobservationattributedtotheC-Fb0nd3.However,litterattentionhasbeenpaidt0theflu0rine-c0ntainingdendrimersf0ralongtime.Theworkrep0rtedhereinc0ncernsthesynthesisofpolyetherdendrimersupt0thethirdgeneration,inwhichtheoutertier0fphen…     

A Concise Approach to the Synthesis of L-and D-Deoxyribose

2 Ｄｅｏｘｙ Ｄ ｒｉｂｏｓｅ (1) ,ｔｈｅｓｕｇａｒｐａｒｔｏｆＤＮＡ ,ｉｓｏｎｅｏｆｔｈｅｍｏｓｔｉｍｐｏｒｔａｎｔｓｔａｒｔｉｎｇｍａｔｅｒｉａｌｎｏｔｏｎｌｙｆｏｒｔｈｅｐｒｅｐａｒａｔｉｏｎｓｏｆｎｕｃｌｅｏｓｉｄｅｓ ,ｎｕｃｌｅｏｔｉｄｅｓ ,ＤＮＡａｎｄｔｈｅｉｒａｎａｌｏｇｓ,ｂｕｔａｌｓｏｆｏｒｔｈｅｓｙｎｔｈｅｓｅｓｏｆａｎｕｍｂｅｒｏｆｏｔｈｅｒｂｉｏ ａｃｔｉｖｅｃｏｍｐｏｕｎｄｓ .1Ｒｅｃｅｎｔｌｙｉｔｓａｎｔｉｐｏｄｅ 2 ｄｅｏｘｙ Ｌ ｒｉｂｏｓｅ (2 )ｗａｓａｌｓｏａｔｔｒａ…     

Mo–Catalyzed One-Pot Synthesis of N-Polyheterocycles from Nitroarenes and Glycols with Recycling of the Waste Reduction Byproduct. Substituent-Tuned Photophysical Properties

A catalytic domino reduction–imine formation–intramolecular cyclization–oxidation for the general synthesis of a wide variety of biologically relevant N-polyheterocycles, such as quinoxaline- and quinoline-fused derivatives, and phenanthridines, is reported. A simple, easily available, and environmentally friendly dioxomolybdenum(VI) complex has proven to be a highly efficient and versatile catalyst for transforming a broad range of starting nitroarenes involving several redox processes. Not only is this a sustainable, step-economical as well as air- and moisture-tolerant method, but also it is worth highlighting that the waste byproduct generated in the first step of the sequence is recycled and incorporated in the final target molecule, improving the overall synthetic efficiency. Moreover, selected indoloquinoxalines have been photophysically characterized in cyclohexane and toluene with exceptional fluorescence quantum yields above 0.7 for the alkyl derivatives.     

Convenient One-Pot Synthesis of dℓ-Pyrocin

Abstract

Treatment of readily available monomethyl maleic acid (1) with three equivalents of methyl magnesium iodide followed by an excess of 2-methyl-1-propenyl magnesium bromide and a catalytic amount of CuBr produces d?-pyrocin (3) in a high yield.     

Ammonium Chloride–Catalyzed One-Pot Synthesis of 4(3H)-Quinazolinones Under Solvent-Free Conditions

Ammonium chloride, which is a very inexpensive and readily available reagent, can efficiently catalyze three-component, one-pot condensation reactions of 2-amino-benzoic acid esters, ortho esters, and aromatic amines to afford the corresponding 4(3H)-quinazolinones in good to excellent yields under solvent-free conditions.