Silica sulfuric acid: A simple,efficient, and reusable heterogeneous catalyst for the one-pot synthesis of aryl-14H-dibenzo[<Emphasis Type="Italic">a,j</Emphasis>]xanthenes under conventional heating and solvent-free conditions

A novel approach towards the one-pot synthesis of aryl-14H-dibenzo[a,j]xanthenes is described from a known reaction between substituted aldehydes and β-naphthol in the presence of heterogeneous catalyst silica sulfuric acid under conventional heating as well as solvent-free conditions to afford good to excellent yields. The catalyst is reusable; it can be used several times without any decrease in the product yield. __________ Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 196–201, February, 2008.     

Construction of 9-functionalized xanthenes via Diels-Alder reaction of stable ortho-quinone methides and arynes

Diels-Alder reaction of stable o–quinone methides and arynes has been developed, providing 9–aryl and 9–cinnamyl substituted xanthenes in moderate to high yields.     

二苯并呫吨类化合物的环氧化反应研究

研究了二苯并呫吨类化合物的环氧化反应条件, 在室温、碱性条件下, 用廉价的H₂O₂作为环氧化剂对二苯并呫吨类化合物进行环氧化, 产率高达91%～98%, 是一种简便合成环氧二苯并呫吨类化合物的方法.     

Perchloric Acid-Catalyzed Synthesis of 9-Aryl Xanthenes-9H-3,6-diol and 1,3,6,8-Tetraol in Water

Efficient syntheses of xanthenes have been described using a catalytic amount of perchloric acid in water. The high temperature and lengthy reaction time normally required for formation of xanthenes derivatives are not necessary when using a catalytic amount of perchloric acid. The method is relatively inexpensive, easily available, nonvolatile, nonexplosive, and thermally robust to catalyze the reaction at 80 °C by simple heating with good to excellent yields. The advantages of the reaction involve simple reaction protocol, simple workup, and improved synthesis in the presence of perchloric acid as catalyst.     

BF3·SiO2: an efficient alternative for the synthesis of 14-aryl or alkyl-14H-dibenzo[a,j]xanthenes

Silica-supported boron trifluoride (BF₃·SiO₂) is an efficient, readily available, and reusable catalyst for the synthesis of 14-aryl or alkyl-14H-dibenzo[a,j]xanthenes by condensation of 2-naphthol and aldehydes. This reaction under heating or sonication conditions is very simple, affording good to excellent yields of products.     

H5PW（10）V2O40催化高效环保合成14-芳基-14H-二苯并[a,j]氧杂蒽（英文）

A rapid and efficient procedure for the preparation of various aryl-14H-dibenzo[a,j]xanthenes was reported.The method developed produced excellent yields via one-pot condensation of β-naphthol with various aryl-aldehydes in the presence of Keggin vanadium substituted heteropolyacid,H5PW10V2O40,as catalyst under solvent free conditions.The present methodology therefore offered several advantages but not limited to excellent yields(82%-98%),short reaction times(30-50 min),mild reaction conditions,simple work-up,as well as the utilization of cheap and environmentally benign catalyst in the absence of organic solvents.     

Synthesis of 9-phenol-substituted xanthenes by cascade O-insertion/1,6-conjugate addition of benzyne with ortho-hydroxyphenyl substituted para-quinone methides

Benzynes undergo O-insertion/1,6-conjugate addition reaction with ortho-hydroxyphenyl substituted para-quinone methides efficiently, producing 9-phenol substituted xanthenes in moderate to high yields.     

Efficient one-pot synthesis of 14-substituted-14H-dibenzo[a,j]xanthenes using boric acid under solvent-free conditions

<正>Boric acid efficiently catalysed the one-pot reaction of alkyl or aryl aldehydes with 2-naphthol to afford the corresponding 14- alkyl-or aryl-14H-dibenzo[a,j]xanthenes in good yields under solvent-free conditions.     

Zinc oxide nanoparticles:A highly efficient and readily recyclable catalyst for the synthesis of xanthenes

A novel and efficient route for the synthesis of 1,8-dioxooctahydroxanthenes and 14-aryl-14H-dibenzo[a,j]xanthenes is described through one-pot multi-component reaction of dimedone and 2-naphthol with various aryl aldehydes using ZnO nanoparticles under solvent-free conditions.This method provides a novel and improved pathway for the synthesis of xanthenes in the terms of excellent yields,short reaction times,reusability and low catalyst loading.     

Phospho sulfonic acid as efficient heterogeneous Brønsted acidic catalyst for one-pot synthesis of 14<Emphasis Type="Italic">H</Emphasis>-dibenzo[<Emphasis Type="Italic">a,j</Emphasis>]xanthenes and 1,8-dioxo-octahydro-xanthenes

A simple, efficient procedure for the preparation of phospho sulfonic acid PO(OSO₃H)₃ as a Brønsted acidic and recoverable heterogeneous catalyst is described, used for the one-pot synthesis of aryl-14H-dibenzo[a,j]xanthenes and 1,8-dioxo-octahydro-xanthenes. A cost-effective, simple and convenient procedure for the synthesis of aryl-14H-dibenzo[a,j]xanthenes was developed via a one-pot condensation from substituted benzaldehydes and β-naphthol under solvent-free conditions. The one-pot condensation of substituted benzaldehydes and 5,5-dimethyl-1,3-cyclohexanedione (dimedone) under solvent-free conditions leads to 1,8-dioxo-octahydro-xanthenes. These protocols afford a number of advantages, such as: excellent yields, very short reaction times, easy procedure, simple methodology and ease of preparation and regeneration of the catalyst.     

Synthesis of 14-aryl or alkyl- 14H-dibenzo[a,j]xanthenes promoted by Mg(HSO4)2

14-Aryl or alkyl-14H-dibenzo[a,j]xanthenes were prepared by condensation of 2-naphthol and aldehydes in the presence of Mg（HSO₄）₂ as an efficient,cheap,readily available and eco-friendly catalyst.This procedure has the advantages of high yields,easy work-up,short reaction times,and green conditions.     

Facile construction and divergent transformation of polycyclic isoxazoles: direct access to polyketide architectures

[reaction: see text] Base-promoted cyclocondensation of C-chloro oximes with cyclic 1,3-diketones affords functionalized isoxazoles in good yield and under convenient reaction conditions. This process enables the synthesis of highly substituted products with notable functional group tolerance. The products obtained are directly converted to a variety of polyketide-derived polycyclic structures including xanthenes, anthracenes, and benzophenones.     

Highly efficient synthesis of dicoumarols and xanthene derivatives in presence of Brønsted–Lewis acidic ionic liquids catalyst

A series of metal chloride-based acidic ionic liquids have been prepared and used as an efficient catalyst in one-pot multicomponent synthesis of biscoumarins and substituted xanthenes derivatives under solvent-free conditions. Among the acidic ionic liquids, N-methylpyrrolidonium zinc chloride (Hnmp/ZnCl₃)-based Brønsted–Lewis acidic ionic liquids were found to be an effective and recyclable catalyst for a one-pot synthesis of biscoumarins through the domino Knoevenagel–Michael reaction of a variety of aldehydes with 4-hydroxycoumarin in short reaction times. The reactions which occur under relatively mild conditions afforded the biscoumarin derivatives employing a very low loading of catalyst in satisfactory isolated yields and high purity after simple work-up. The Brønsted–Lewis acidic ionic liquid catalyst was reused four times without any variation in yield.     

Synthesis of 14‐{[(Un)substituted phenyl] or alkyl}‐14H‐dibenzo[a,j]xanthenes Using Yb(OTf)3 as an Efficient Catalyst under Solvent‐free Conditions

A series of 14‐{[(Un)substituted phenyl] or alkyl}‐14H‐dibenzo[a,j]xanthenes were prepared under solvent‐free conditions by Yb(OTf)₃ catalyzed condensation reactions of β‐naphthol with various aldehydes. The process presented here is operationally simple, environmentally benign and has good to excellent yields. Furthermore, the catalyst can be recovered conveniently and reused efficiently.     

微波辐射促进的3-烷基取代咪唑并[1,5-a]吡啶合成

分别在常规加热和微波辐射条件下, 由双(2-吡啶甲酰)、二(2-吡啶)甲酮与脂肪醛及醋酸铵在醋酸溶剂中反应成功地制备了3-烷基取代的咪唑并[1,5-a]吡啶. 实验结果表明: 微波法比传统的合成方法产率高、反应时间短. 产物的结构经过¹H NMR, MS和元素分析表征.     

Microwave Heating Outperforms Conventional Heating for a Thermal Reaction that Produces a Thermally Labile Product: Observations Consistent with Selective Microwave Heating

Microwave (MW) heating is more effective than conventional (CONV) heating for promoting a high‐temperature oxidative cycloisomerization reaction that was previously reported as a key step in a total synthesis of the natural product illudinine. The thermal reaction pathway as envisioned is an inverse electron‐demand dehydro‐Diels–Alder reaction with in situ oxidation to generate a substituted isoquinoline, which itself is unstable to the reaction conditions. Observed reaction yields were higher at a measured bulk temperature of 200 °C than at 180 °C or 220 °C; at 24 hours than at earlier or later time points; and when the reaction solution was heated using MW energy as opposed to CONV heating with a metal heat block. Selective MW heating of polar solute aggregates is postulated to explain these observations.     

An efficient synthesis of naphtha[1,2-e]oxazinone and 14-substituted-14H-dibenzo[a,j]xanthene derivatives promoted by zinc oxide nanoparticle under thermal and solvent-free conditions

A general synthetic route to the synthesis of 1,2-dihydro-1-arylnaphtho[1,2-e][1,3]oxazine-3-one and 14-substituted-14H-dibenzo[a,j]xanthenes derivatives has been developed using ZnO-NPs under thermal and solvent-free conditions. The union of 2-naphthol, aldehyde, urea enabling the synthesis of naphtho[1,2-e][1,3]oxazinone and 2-naphthol, aldehyde gave dibenzo[a,j]xanthenes in excellent yields. This method provides several advantages like simple work-up, environmentally benign, and shorter reaction times along with high yields.     

Alkylations en α de fonctions organiques par l'intermédiaire de compostés organostanniques

Organotin enolates and α-organotin substituted nitriles or esters which are generally easy to obtain, can be used to alkylate α to functional groups.In the case of organotin enolates, heating with alkylating agents, usually gives monoalkylated products in very good yields: numerous examples with ketones and aldehydes are described.With α-organotin substituted nitriles and esters, direct alkylation does not occur, but good results can be obtained in the presence of either magnesium or lithium bromide, or after a metal exchange reaction with a Grignard or lithium reagent.     

Oxalic acid as a catalyst for efficient synthesis of bis-（indolyl）methanes,and 14-aryl- 14H-dibenzo[a,j]xanthenes in water

A simple, efficient, and environment benign route was developed for the preparation of bis-（indolyl）methanes and 14-aryl-14H- dibenzo[aj]xanthenes from condensation of various aromatic aldehydes or ketones with indole, and 2-naphthol, respectively, using oxalic acid catalyst in aqueous medium. Use of cheap and easily available catalyst, better yields and simple reaction protocol are the advantages of the present method.     

ZnCl2+Urea,the deep eutectic solvent promoted synthesis of the spirooxindolopyrans and xanthenes through a pseudo-three-component approach

Various spirooxindolopyrans and xanthenes were synthesized efficiently through a pseudo-three-component reaction by using deep eutectic solvent (DES) ZnCl₂+Urea. The remarkable advantages of this reaction are the usage of an environmentally benign solvent (DES), simple purification method, operational simplicity, less reaction time, and higher yields making the reaction a green protocol.