ASYMMETRIC 1,3-DIPOLAR CYCLOADDITION REACTION BY A CHIRAL SOURCE,5-(1-MENTHYLOXY)-2(5-H)-FURANONE

5-(1-Menthyloxy)-2(5-H)-furanone is used as s chiral dipolarophile for thermal asymmetric 1,3-dipolar cycloaddition reaction with C-phenyl-N-phenyl nitrone to give the diastereomerically pure cycloaddition product.

A FACILE SYNTHESIS OF 2-TRIFLUOROMETHYLPYRROLE VIA 1,3-DIPOLAR CYCLOADDITION REACTION OF 2-TRIFLUOROMETHYLOXAZOLONE AND THE ACTIVATED CARBON-CARBON MULTIPLE BOND

The 1.3-dipolar cycloaddition reaction of 2-trifluoromethyl- oxazolone and the activated carbon-carbon multiple bond was studied and gave a convenient way to synthesize 2-trifluoromethylpyrrole derivatives.

1,3-Dipolar Cycloaddition Reaction between Vinyl Acetate and N-Alkyl Hydroxypyridinium Halide

1, 3 Dipolar cycloaddition reaction between vinyl acetate and 3-hydroxypyridiniun betaine was performed under solid-liquid phase transfer catalytic condition, This reaction has been successfully used on the synthesis of an analogue of Bao-Gong-Teng A.

Studies on intramolecular 1,3-dipolar cycloaddition reactions——Ⅲ. The synthesis of a novel heterocyclic ring system by regiospecific cycloaddition

The syntheses of a number of C-aryl-N-3-butenyl nitrones [aryl ring=4-CH_3O-phenyl (1a), phenyl(1b), 4-Cl-phenyl(1e), 4-Br-phenyl(1d), 4-NO2-phenyl(1e), 2-furyl (1f), 2-thienyl (1g), 2-pyrryl(1h)] and their thermochemical reactions have been investigated. The thermocycloadditions of 1a-1h are regiospecific in forming a novel heterobicyclic ring system. Exo-aryl-1-aza-7-oxabicyclo- [2.2.1]heptane.

Synthesis and thermal properties of novel calix[4]arene derivatives containing 1,2,3-triazole moiety via K_2CO_3-catalyzed 1,3-dipolar cycloaddition reaction

Two calix[4]arene derivatives containing 1,2,3-triazole moiety were synthesized via K2CO3-catalyzed1,3-dipolar cycloaddition reaction between calix[4]arene-based azide and active methylene compounds in good yields.The structures of the two compounds synthesized herein were fully confirmed by 1HNMR,,（13）C NMR,and MS（ESI）.The thermal analysis showed that the mass losses of the synthesized compounds 4 and 5 containing 1,2,3-triazole groups are similar to each other.

1,3-Dipolar cycloaddition reaction for diastereoselective synthesis of functionalized dihydrospiro[indoline-3,2'-pyrroles]

The BF_3OEt_2 catalyzed one-pot 1,3-dipolar cycloaddition reaction of benzylamines,isatins and dimethyl acetylenedicarboxylate in dry methylene dichloride afforded the functionalized dihydrospiro[indoline-3,2＇-pyrroles]in moderate to good yields and with high diastereoselectivity.The reaction was accomplished by the tandem 1,3-dioplar cycloaddition of in situ generated azomethine ylide with acetylenedicarboxylate and the nucleophilic addition of pyrrole ring to second molecular acetylenedicarboxylate.

Unexpected 1,3-Dipolar Cycloaddition Reaction of Thiazolo[3,2-a]pyrimidine Derivatives and Nitrilimine

The 1,3-dipolar cycloaddition reactions of nitrilimine with thiazolo[3,2-a]pyrimidine derivatives was investigated. Bis-cycloadducts were obtained through a domino 1,3-dipolar cycloaddition/ring-opening/ring-opening/ 1,3-dipolar cycloaddition processes. The structures of the products were characterized thoroughly by NMR, IR, MS, elemental analysis together with X-ray crystallographic analysis.

Studies on New Additions to 5-Methoxy-2 (5H)-Furanone: 1, 4-Addition of Grignard Reagents, and 1,3-Dipolar Cycloaddition of Silyl Nitronates

1,4-Addition reaction of Grignard's reagent to 5-methoxy-2(5H)-furanone 1 was accomplished. which provided a new possible route for synthesizing beta -alkyl-Y-alkyloxy-Y-butyrolactone. A novel concise method of preparing fused heterocyclic compounds was offered by 1,3-dipolar cycloaddition reaction of silyl nitronates to 1.

Synthesis of Novel Discotic C_(60)-triphenylene Derivative by 1,3-Dipolar Cycloaddition

1 Introduction Fullerene has received considerable attention and a great researching interest due to its unique structure and interesting properties[1―3]. Many functional groups have been introduced, often region- or stereo-selectively, for tuning the physical properties of C60and for constructing supramoleculararchitectures^[4-6].

Theoretical Study of 1,3-Dipolar Cycloaddition of Hydrazoic Acid to Substituted Ynamines

The 1,3-dipolar cycloaddition reactions of various substituted ynamines with hydrazoic acid were theoretically investigated with the high-accuracy CBS-QB3 method. Two regioisomers, 4-amine, and 5-amine substituted adducts, were obtained, with the former as the preferred yield. This regioselectivity is rationalized by the frontier molecular orbital theory. The reactivity and synchronicity are enhanced with the increase of the electron-withdrawing character of the substitute on ynamine fragment. The calculations also show that the effect of solvent increases the activation energy, and the reaction becomes even harder in polar solvent.

Asymmetric 1,3-Dipolar Cycloaddition of the Chiral Nitronic Esters with Acrylate

Asymmetric 1,3-dipolar cycloaddihon of the chiral nitronic esters with acrylate giving the enantiomerically pure novel chiral bisheterocyclic compounds is describcd

Theoretical Study of Mechanism and Regioselectivity of 1,3-dipolar Cycloaddition of N-[methyl]-C-[5-nitro-2-furyl] Nitrilimine with Dimethyl 7-oxabicyclo[2,2,1]hepta-2,5-diene-2,3-dicarboxylate

The mechanism and regioselectivity of 1,3-dipolar cycloaddition of N-[methyl]-C-[5-nitro-2-furyl] nitrilimine with dimethyl 7-oxabicyclo[2,2,1]hepta-2,5-diene-2,3-dicarboxylate were investigated using activation energy calculations and density functional theory-based reactivity indexes. The reaction proceeds by an asynchronous concerted mechanism. The calculations are performed at the B3LYP/6-31G（d） level of theory and the obtained results are in agreement with experimental outcome.

Highly active binuclear Cu(Ⅱ) catalyst bearing an unsymmetrical bipyridine-pyrazole-amine ligand for the azide-alkyne cycloaddition reaction

Ligands containing NH groups often show special characteristics.In this paper,a well-defined dinuclear Cu（II） complex bearing an unsymmetrical bipyridine-pyrazole-amine ligand was synthesized by the condensation of N–H to release H2O.Using sodium L-ascorbate as a reductant,the binuclear complex showed excellent activity in 1,3-dipolar cycloaddition reactions between alkynes and azides to obtain 1,4-disubstituted triazoles in 95%–99% isolated yields.

A Facile Synthesis of Indolizines by 1，3－Dipolar Cycloaddition of Pyridinium and Related Heteroaromatic Ylides with Alkenes in the Presence of TPCD，Py_4Co（HCrO_4）_2

facile one-step method is presented for the synthesis of indolizines in moder-ate to high yields by reaction of pyridinium, quinolinium and isoquinolinium ylideswith acrylonitrile, methyl acrylate and diethyl maleate respectively in the presenceof tetrakis-pyridino-cobalt(Ⅱ)dichromate (TPCD) in DMF.

1,3-偶极环加成反应在含能材料中的应用

1,3-偶极环加成反应,被誉为点击化学的精华,在含能材料合成中有着广泛应用。文中主要介绍了其在含能黏合剂、含能盐、基团修饰、含能聚合物等方面的应用。

新型异噁唑拼接3,3’-吡咯螺环双氧化吲哚类化合物的无催化剂合成

以3-异硫氰氧化吲哚与硝基异噁唑缩合的3-烯氧化吲哚,在二氯甲烷中无催化剂条件下于室温发生Michael加成环化反应,获得了8个未见文献报道的异噁唑拼接3,3′-吡咯螺环双氧化吲哚类化合物(3a^3h),产率91%~95%,dr值5/3~3/1,其结构经^1H NMR,^13C NMR和HR-MS(ESI-TOF)表征。

N-甲基-2-五氟苯基-3,4-富勒烯基吡咯烷及其二维纳米材料的制备

新型富勒烯衍生物的合成及其性质研究一直是富勒烯化学的热门课题之一。合成新型具有特殊光、电性能的富勒烯衍生物,对拓展富勒烯基新材料具有重要意义和作用。利用1,3-偶极环加成反应(Prato反应),成功地将强吸电子基团五氟苯基接到C60碳笼上,研究了反应条件对单加成产物的影响,合成了N-甲基-2-五氟苯基-3,4-富勒烯基吡咯烷。产物经氢核磁共振谱、氟核磁共振谱、紫外-可见吸收光谱、红外吸收光谱和质谱表征确证。并利用液-液界面沉积法(LLIP法)制备了该衍生物的方片状纳米薄片,为研究其光电性能奠定了基础。

Synthesis of Novel Fuctionalized Glycosides Based on 1,3-Dipolar Cycloaddition

1 Results 1,3-Dipolar cycloaddition reaction is one of the most common methods for preparing various five membered heterocycles,and provides a conveniet protocols for constructing C-C bond with functional groups.The reaction has also been successfully used in the syntheses of C-glycosides and other sacharride derivatives.We wish to present herein our recent approaches on the synthesis of novel C-amino-glycosides,C-aminodisaccharides,spiro heterocyclic glycosides and heterocycle linked C-disaccharides,et...

串联[3+2]环加成和丁炔二甲酸酯参与的扩环反应合成新型螺吲哚酮和螺二氢喹啉类化合物

因具有原料易得、方法简便、反应步骤和分离步骤少等特点,多组分反应和串联反应在有机合成中获得广泛的应用。本文报道一种简洁高效的串联反应合成螺环化合物的新方法。通过硫代脯氨酸、靛红和双查尔酮先在甲醇中进行[3+2]环加成反应,然后在甲醇回流条件下与丁炔二酸二甲酯通过扩环反应,分别生成了结构新颖的含巯基的螺吲哚酮化合物和螺二氢喹啉衍生物,其结构经IR,HR-MS,^(1)H NMR和^(13)C NMR表征,并确定了单晶分子结构。该反应具有原料简单易得,操作简便,原子经济性高等优点。

1,3-Dipolar cycloaddition for selective synthesis of functionalized spiro[indoline-3,3’-pyrrolizines]

The 1,3-dipolar cycloaddition reaction of dimethyl hex-2-en-4-ynedioate with azomethine ylides derived from reaction of L-proline with various isatins in methanol selectively resulted in the formation of functionalized spiro[indoline-3,3’-pyrrolizine]acrylates as main products and spiro[indoline-3,3’-pyrrolizine]propiolates as minor products.This result indicated that the electron-deficient alkyne has higher reactivity than that of electron-deficient alkene in 1,3-dipolar cycloaddition reaction.