Bismuth(III) Chloride–Promoted Efficient Synthesis of Perimidine Derivatives under Ambient Conditions

Various biologically important perimidine derivatives have been efficiently synthesized in excellent yields from naphthalene‐1,8‐diamine and various ketones in the presence of a catalytic amount of BiCl₃.     

Bismuth(III) Chloride–Catalyzed Three‐Component Coupling: Synthesis of α‐Amino Phosphonates

A simple and efficient method has been developed for the one‐pot synthesis of α‐amino phosphonates from the reaction of a carbonyl compound, amine, and dialkyl phosphite. The highly catalytic nature of bismuth(III) chloride and the fact that it is relatively nontoxic, low cost, easy to handle, and insensitive to small amounts of air and moisture make this method especially attractive for large‐scale synthesis.     

Iodine- and Indium(III) Chloride–Catalyzed Facile Syntheses of 1,5- and 1,8-Naphthyridines

Iodine- and InCl₃-catalyzed facile syntheses of 1,5- and 1,8-naphthyridines from 3-aminopyridine and 2-aminopyridines are described. The catalyst InCl₃ could be recovered and reused up to five times efficiently.

A Facile and Efficient Synthesis of Substituted Pyrroles by Three Component Coupling Reaction of Amines, Aldehydes and Nitroalkanes

A facile and efficient synthesis of highly substituted pyrroles has been achieved by a one-pot three-component coupling reaction of aldehyde, amine and nitroalkane by triethyl orthoformate.     

Bismuth Mediated Organic Reaction: A Convenient Method for the Synthesis of Allylic (Benzylic) Selenides and α-Organylselenocarbonyl Compounds in Aqueous Media

Organic reactions promoted by active metals have aroused much interest in recent years. Active bismuth has been used in Barbier-type reaction of allylic halides with aldehydes1 and aldimines2 as well as Reformatzky type reaction3. Other publications referred to the cross coupling between aldehydes and α-diketones4, the substitution to benzotriazole drivatives5 and the reductive coupling reaction of nitro compounds6. These reactions generally promoted by elemental bismuth generated in situ fr…     

Iron(III) Chloride–Promoted,Solvent‐Free,Facile, and Efficient Friedländer Synthesis of Quinolines

A mild, efficient, and solvent‐free version of Friedländer annulation of 2‐amino ketones and α‐methylene carbonyl compounds for the synthesis of polysubstituted quinolines using a catalytic amount of commercially available iron(III) chloride at room temperature in excellent yields is described.     

Highly Selective Arbuzov Reaction of α-Chlorocarbonyl Compounds with P(OEt)3 and Substituted Amino Urea

Abstract

A facile one—pot Arbuzov reaction of α-chlorocarbonyl compounds with P(OEt)₃ and substituted amino urea is described. The highly selective Arbuzov reaction of α-chlorocarbonyl compounds could take place under relatively mild conditions, giving products in high yields.     

Double Arbuzov Reaction. Synthesis of Bis(ω-cyanoalkyl)phosphinic Acids

Russian Journal of General Chemistry - A general method for the synthesis of symmetric bis(ω-cyanoalkyl)phosphinic acids from ammonium hypophosphite was proposed. The reaction of...     

Cerium(III) Chloride: A Highly Efficient Reagent for the Synthesis of α‐Aminonitriles

We report a highly efficient, one‐pot, three‐component condensation of carbonyl compounds, amines, and TMSCN in MeCN; the reaction is significantly promoted by the catalytic amount of cerium(III) chloride at ambient temperature in excellent yields without any adverse effect on the other substituents. The method afforded an elegant alternative to the synthesis of α‐aminonitriles. The reactions are fast and clean, and the products obtained are of high purity.     

Reaction of Perfluoroalkanesulfinyl Chlorides with Enamines: A Facile Synthesis of α-Perfluoroalkanesulfinyl Ketones and Aldehydes

The reaction of perfluoroalkanesulfinyl chlorides with enamines was achieved in the presence of triethylamine, and α-perfluoroalkanesulfinyl carbonyl compounds were obtained in moderate to good yields after hydrolysis of the reaction intermediates with dilute hydrochloric acid.     

Synthesis and Bioactivity of a Novel Bismuthoxide Schiff-base Complex Derived from Salen-like Ligand and Bismuth(Ⅲ) Nitrate

In this paper, a novel bismuthoxide Schiff-base complex [Bi₉O₈(vanen)₃(NO₃)₂(CH₃OH)₂(H₂O)·3NO₃·5.5H₂O](abbreviated as Bivanen) was synthesized with Salen-like ligand H₂vanen[H₂vanen=N,N'-ethylene bis(3-methoxysalicylideneimine)] and bismuth(Ⅲ) nitrate. Its structure was characterized by IR spectra, NMR spectra and X-ray diffraction. In particular, the biology activities of the ligand and the complex against Schizosaccharomyces pombe(S. pombe) were studied using biological microcalorimetry. The metabolic thermogenic curves of S. pombe were measured at 32.00℃. Then, some quantitative thermokinetic parameters of growth metabolism of S. pombe including the rate constant(k), inhibition ratio(I) and half inhibition concentration(IC₅₀) were calculated. Experimental results showed that the k values of S. pombe decreased while I values of S. pombe increased with the increase of concentrations of the ligand and the complex. The IC₅₀ of the ligand and the complex were found to be 0.067 and 0.037 mmol/L, respectively.     

Facile Synthesis of Functionalized Bis(arylethynyl)benzene Derivatives via Sila–Sonogashira Reaction

This article describes a facile synthesis of a new series of symmetrical bis(arylethynyl)benzene derivatives via a one-pot coupling reaction between trialkylsilyl protected arylalkynyes and aryldihalides bearing both electron-withdrawing (EW) and electron-donating groups (ED) in the presence of PdCl₂(PPh₃)₂(5%) / CuI/tetrabutylammonium fluoride / triethylamine / tetrahydrofuran (sila–Sonogashira reaction) at room temperature.     

A Facile and Efficient Synthesis of (±)-Tropan-2-one

The facile and efficient multigram synthesis of (±)-tropan-2-one 1 was achieved in six steps (65% overall yield) from N-methyl-3-oxopyridyl hydroiodide 3.     

Expeditious,Nano-BF3 · SiO2-Catalyzed Michaelis–Arbuzov Reaction in an Ionic Liquid: Synthesis of Privileged Aryl/Heterocyclic Phosphonates

An expeditious, simple, and green method was developed for the synthesis of privileged aryl/heterocyclicphosphonates, 8(a–c) to 13(a–c) through Michaelis–Arbuzov reaction of aryl/heterocyclic halides (Br), 1–6, and trialkylphosphites, 7(a–c), in room-temperature ionic liquid [bbim]Br using heterogeneous Lewis catalyst, nano-silica-supported boron trifluoride (BF₃-SiO₂). The advantages of this protocol are simplicity, good yield of the products, less reaction time (20–38 min), mild reaction conditions, easy workup, and reusability of the catalyst and ionic liquid. It is demonstrated that nano-BF₃-SiO₂ is a recoverable and easy accessible catalyst for the formation of C(sp²)-P bond in an ionic liquid.     

Efficient and Facile Synthesis of ( ± )-Salvirecognine

Salvirecognine (7) is a diterpene isolated from Salvia recognita[1] which has been the subject of continued and growing interest, due to the range of biological activities shown by many members of this family. [2] In order to study further relationships between the structure and biological activity of the diterpene compounds and as an extension of diterpenoid synthesis in our laboratory, [3,4] the first total synthesis of the title compound was achieved by an efficient and facile route (Scheme 1).     

Samarium Triflate as Mild and Efficient Catalyst for Aza-Diels–Alder Reaction: A Facile Synthesis of cis-Fused Pyrano- and Furanoquinolines

Three-component coupling reactions of aldehydes, amines, and cyclic enol ethers have been carried out in the presence of samarium triflate to afford the corresponding pyrano and furanoquinolines in excellent yields with high endo-selectivity. The reaction conditions are mild and amenable to scale-up.     

H2SO4-Promoted Synthesis of (E)-Stilbenes from Substituted Phenylacetones and Substituted Benzaldehydes Through Tandem Aldol–Grob Reaction

Stilbene derivates (stilbenoids) are present in plants and show a wide range of biological activities and potential therapeutic value. In continuation of our natural product synthesis program, an efficient, simple, and practical method has been developed to regioselectively synthesize (E)-stilbenes using H₂SO₄ as a catalyst in a short time (30–60 s) at room temperature in good to excellent yields.

Junjappa–Ila (JI) Heteroaromatic Annulation: A New General α‐Oxoketene Dithioacetals Mediated Inverse Method for Synthesis of Substituted Benzothiazoles

3‐(Methylthio)‐5‐oxo‐2‐(2‐phenyl‐1,3‐thiazol‐4‐yl)‐4,5‐substituted‐pent‐2‐enenitriles 3a–j were obtained in good yields by condensation of (2‐phenyl‐1,3‐thiazol‐4‐yl)‐acetonitrile (1) with various α‐oxoketene dithioacetals 2a–j in the presence of sodium hydride. The intermediates 3a–j underwent smooth cyclization in the presence of PTSA to afford the corresponding benzothiazoles 4a–j in moderate yields.     

Solvent Affected Facile Synthesis of Hydroxynaphthyl Ketones: Lewis Acids Promoted Friedel–Crafts and Demethylation Reaction

Hydroxynaphthyl ketones were obtained with high yields under very mild conditions in the presence of AlCl₃ via Friedel–Crafts acylation and demethylation from naphthyl ethers. Several Lewis acids were tested, and AlCl₃ was the most efficient catalyst.