http://www.mdpi.com/journal/molecules/special_issues/hypervalent_iodine/ http://www.mdpi.com/1420-3049/10/1/265/ Synthesis of bisfunctionalized unsymmetrical 2,2’-bipyridines 8 or their sulfonyl derivatives 12a,b are described. They were prepared via the Diels-Alder reaction of 1-methyl-4-pyrrolidin-1-yl-1,2,3,6-tetrahydropyridine (6) with 3,3’-bis(methyl- sulfanyl)-5,5’-bi-1,2,4-triazine (1). The reaction leads to the single cycloaddition product 7 which undergoes Diels-Alder reaction with cyclic enamines 2a,b to give unsymmetrical 2,2’-bipyridine derivatives 8, consisting of the two different heterocyclic units: cycloalkeno[c]pyridine and 2,6-naphthyridine. http://www.mdpi.com/1420-3049/10/1/265/ Sat, 31 Dec 2005 00:00:00 CET Molecules 2005-12-31 10 1 Article 265 273 1420-3049 Synthesis of Unsymmetrical Annulated 2,2’-Bipyridine Analogues with Attached Cycloalkene and Piperidine Rings via Sequential Diels-Alder Reaction of 5,5’-bi-1,2,4-triazines† 2005-12-31 doi: 10.3390/10010265 D. Branowska http://www.mdpi.com/1420-3049/10/1/312/ Asymmetric synthesis of double bond isomers ( )-2 (∆15’,16’) and ( )-3 (∆14’,15’) ofthe structure (1) (∆16’,17’) proposed for pyrinodemin A, a cytotoxic bis-pyridine alkaloidwith a unique cis-cyclopent[c]isoxazolidine moiety from a marine sponge, has beenaccomplished. Pyrinodemin A was indicated to be a 1:1 racemic mixture of 2 fromcomparison of C18 and chiral HPLC analysis for pyrinodemin A and the syntheticcompounds as well as ESIMS data of oxidative degradation products of pyrinodemin A. http://www.mdpi.com/1420-3049/10/1/312/ Mon, 31 Jan 2005 00:00:00 CET Molecules 2005-01-31 10 1 Article 312 316 1420-3049 Asymmetric Synthesis of Double Bond Isomers of the Structure Proposed for Pyrinodemin A and Indication of Its Structural Revision 2005-01-31 doi: 10.3390/10010312 Haruaki Ishiyama Masashi Tsuda Tadashi Endo Jun’ichi Kobayashi http://www.mdpi.com/1420-3049/10/1/302/ Schiff-Base complexes of bis-5-phenylazosalicylaldehyde ethylenediimine and bis-5-phenylazosalicylaldehyde-O-phenylenediimine ligands with Co(II) (I and II) have been synthesized and characterized by their IR spectra and elemental analyses. These complexes catalyze the oxidation of styrene in the presence of dioxygen and excess pyridine. The effect of the reaction conditions on the oxidation of styrene was studied by varying solvent, nature and amount of the catalyst and substrate. The catalytic behavior of the studied complexes was shown to be dependent on the conditions applied. In all reactions, acetophenone and 1- phenylethanol were the only observed products. http://www.mdpi.com/1420-3049/10/1/302/ Mon, 31 Jan 2005 00:00:00 CET Molecules 2005-01-31 10 1 Article 302 311 1420-3049 Syntheses, Characterization and Study of the Use of Cobalt (II) Schiff–Base Complexes as Catalysts for the Oxidation of Styrene by Molecular Oxygen 2005-01-31 doi: 10.3390/10010302 Ali Akbar Khandar Kamellia Nejati Zolfaghar Rezvani http://www.mdpi.com/1420-3049/10/1/295/ Syntheses of three non-brominated analogs of amathamide A (1), a natural alkaloid isolated from the Tasmanian marine bryozoan Amathia wilsoni, are described. Antimicrobial activity against Bacillus subtilis, Staphylococcus aureus, Escherichia coli, Pseudomona aeruginosa, and Candida albicans was tested. Test results for amathamide A (1) showed a weak activity against C. albicans and E. coli. The three non-natural analogs 2-4 proved to be inactive compounds. http://www.mdpi.com/1420-3049/10/1/295/ Mon, 31 Jan 2005 00:00:00 CET Molecules 2005-01-31 10 1 Article 295 301 1420-3049 Synthesis of Analogs of Amathamide A and Their Preliminary Antimicrobial Activity 2005-01-31 doi: 10.3390/10010295 M. Ramírez-Osuna D. Chávez L. Hernández E. Molins R. Somanathan G. Aguirre http://www.mdpi.com/1420-3049/10/1/289/ A series of highly functionalized quinones was prepared by an original reaction of 2,3-bis(chloromethyl)-1,4-dimethoxyanthraquinone (6) with various nitronate anions under electron transfer reaction conditions. http://www.mdpi.com/1420-3049/10/1/289/ Mon, 31 Jan 2005 00:00:00 CET Molecules 2005-01-31 10 1 Article 289 294 1420-3049 An Electron Transfer Approach to the Preparation of Highly Functionalized Anthraquinones 2005-01-31 doi: 10.3390/10010289 Abdelouahab Beziane Thierry Terme Patrice Vanelle http://www.mdpi.com/1420-3049/10/1/279/ Some new substituted dihydrothieno[2',3':4,5]thieno[2,3-c]quinolin-6-ones 9- 12 and tetrahydrodithieno[2,3-b: 2',3'-d]thieno[2'',3''-c:2'',3''-c’]diquinolin-6,14-dione (17) were prepared from the corresponding new anilides 5-8 and from the corresponding dianilide 15, respectively, by a multistep combination of chemical and photochemical reactions. All the prepared compounds are of particular interest because they might serve as DNA intercalators in anticancer therapy. http://www.mdpi.com/1420-3049/10/1/279/ Mon, 31 Jan 2005 00:00:00 CET Molecules 2005-01-31 10 1 Article 279 288 1420-3049 Chemical and Photochemical Synthesis of Substituted Dihydro-thieno[2',3':4,5]thieno[2,3-c]quinolin-6-ones and Tetrahydro-dithieno[2,3-b:2',3'-d]thieno[2'',3''c:2'',3''c’]diquinolin-6,14-dione 2005-01-31 doi: 10.3390/10010279 Jelena Blažević Šafarik Jasna Dogan Koružnjak Grace Karminski-Zamola http://www.mdpi.com/1420-3049/10/1/274/ Inverse electron demand Diels-Alder reaction of functionalized 5,5’-bi-1,2,4- triazines with bicyclo[2.2.1]hepta-2,5-diene in boiling p-cymene leads to a range of 6,6’- disubstituted-2,2’-bipyridines in good yield. http://www.mdpi.com/1420-3049/10/1/274/ Mon, 31 Jan 2005 00:00:00 CET Molecules 2005-01-31 10 1 Article 274 278 1420-3049 A Direct Route to 6,6’-Disubstituted-2,2’-Bipyridines by Double Diels-Alder/retro Diels-Alder Reaction of 5,5’-bi-1,2,4-Triazines 2005-01-31 doi: 10.3390/10010274 D. Branowska http://www.mdpi.com/1420-3049/10/1/259/ Hexadepsipeptide 2, the precursor of Hirsutellide A (1), was synthesized in an overall yield of 45% from N-Boc-Me-Gly via three coupling reactions using dicyclohexylcarbodiimide (DCC), O-(7-azabenzotriazol-1-yl)-N,N,N’,N’-tetramethyl- uronium hexafluorophosphate (HATU) and bis(2-oxo-3-oxazolidinyl)phosphinic chloride (BOP-Cl), respectively. http://www.mdpi.com/1420-3049/10/1/259/ Mon, 31 Jan 2005 00:00:00 CET Molecules 2005-01-31 10 1 Article 259 264 1420-3049 Synthesis of the Key Precursor of Hirsutellide A 2005-01-31 doi: 10.3390/10010259 Yanjie Xu Xuemin Duan Meiling Li Liqin Jiang Guangle Zhao Yi Meng Ligong Chen http://www.mdpi.com/1420-3049/10/1/251/ A method for the preparation of methyl 4-O-methyl-α-D-glucopyranuronate andits single crystal X-ray structure determination are reported. The molecule adopts an almostideal 4C1 (OC3) conformation. http://www.mdpi.com/1420-3049/10/1/251/ Mon, 31 Jan 2005 00:00:00 CET Molecules 2005-01-31 10 1 Article 251 258 1420-3049 Synthesis and Molecular Structure of Methyl 4-O-methyl-α-D-glucopyranuronate 2005-01-31 doi: 10.3390/10010251 Ján Hirsch Vratislav Langer Miroslav Koóš http://www.mdpi.com/1420-3049/10/1/244/ A reactivity difference based on the position of substituents on cyclohexa-1,3- diene was observed for the title reaction. The effect of water as solvent was more distinct for 1-methyl-4-isopropylcyclohexa-1,3-diene than for 2-methyl-5-isopropylcyclohexa- 1,3-diene or non-substituted cyclohexa-1,3-diene. The effect of NaCl (salting-out) and guanidium chloride (salting-in) was also large for 1-methyl-4-isopropylcyclohexa-1,3- diene. http://www.mdpi.com/1420-3049/10/1/244/ Mon, 31 Jan 2005 00:00:00 CET Molecules 2005-01-31 10 1 Article 244 250 1420-3049 Substrate Dependence in Aqueous Diels-Alder Reactions of Cyclohexadiene Derivatives with 1,4-Benzoquinone 2005-01-31 doi: 10.3390/10010244 Takeshi Sunakawa Chiaki Kuroda http://www.mdpi.com/1420-3049/10/1/238/ The palladium-catalyzed cross-coupling carbonyl insertion reaction between 3,7-bis(N,N-dimethylamino)-10H-dibenz[b,e]iodinium iodide (1) and alcohols or amines 2 is described. Some new amides and esters 3 containing an active iodo functional group have been prepared in 65-91% yields. http://www.mdpi.com/1420-3049/10/1/238/ Mon, 31 Jan 2005 00:00:00 CET Molecules 2005-01-31 10 1 Article 238 243 1420-3049 Pd-Catalyzed Carbonyl Insertion Coupling Reactions of a Hypervalent Iodoheterocycle with Alcohols and Amines 2005-01-31 doi: 10.3390/10010238 Shengj-Jun Luo Yong-Xiang Ma Yong-Min Liang http://www.mdpi.com/1420-3049/10/1/226/ The phenyliodonium ylide of 2-hydroxy-1,4-naphthoquinone reacts with aminoesters, ureas, aminoalcohols and aminophenols in refluxing dichloromethane to afford good yields of indanedione 2-carboxamido compounds, that in solution exist in an enol-amide form. The same reactants in a copper-catalyzed reaction afford mainly the corresponding N-arylo compounds. Arylhydrazines are mainly oxidized by the ylide and arylation occurs only in a low yield. http://www.mdpi.com/1420-3049/10/1/226/ Mon, 31 Jan 2005 00:00:00 CET Molecules 2005-01-31 10 1 Article 226 237 1420-3049 A Survey on the Reactivity of Phenyliodonium Ylide of 2-Hydroxy-1,4-Naphthoquinone with Amino Compounds 2005-01-31 doi: 10.3390/10010226 Konstantina Spagou Elizabeth Malamidou-Xenikaki Spyros Spyroudis http://www.mdpi.com/1420-3049/10/1/217/ The conversion of α-benzocycloalkenones to homologous β-benzocyclo-alkenones containing six, seven and eight-membered rings is reported. This wasaccomplished via a Wittig olefination-oxidative rearrangement sequence using[hydroxy(tosyloxy)iodo]-benzene (HTIB) is the oxidant, that enables the synthesis ofregioisomeric pairs of methyl-substituted β-benzocycloalkenones. The incorporation ofcarbon-13 at C-1 of the β-tetralone nucleus was also demonstrated. The Wittig-HTIBapproach is a useful alternative to analogous sequences in which Tl(NO3)3·3H2O or thePrevost combination (AgNO3/I2) are employed in the oxidation step. http://www.mdpi.com/1420-3049/10/1/217/ Mon, 31 Jan 2005 00:00:00 CET Molecules 2005-01-31 10 1 Article 217 225 1420-3049 Application of [Hydroxy(tosyloxy)iodo]benzene in the Wittig-Ring Expansion Sequence for the Synthesis of β-Benzocyclo-alkenones from α-Benzocycloalkenones 2005-01-31 doi: 10.3390/10010217 M. Justik G. Koser http://www.mdpi.com/1420-3049/10/1/201/ Treatment of 2-methylphenols with chloro(diphenyl)-λ3-iodane led to theirregioselective dearomatizing 2-phenylation into cyclohexa-2,4-dienone derivatives via aproposed ligand coupling reaction. In the same vein of investigation, treatment of2-methylanilines with the λ5-iodane 2-iodoxybenzoic acid IBX reagent led to theirregioselective dearomatization into previously undescribed ortho-quinol imines. http://www.mdpi.com/1420-3049/10/1/201/ Mon, 31 Jan 2005 00:00:00 CET Molecules 2005-01-31 10 1 Article 201 216 1420-3049 Oxidative Dearomatization of Phenols and Anilines via λ3- and λ5-Iodane-Mediated Phenylation and Oxygenation 2005-01-31 doi: 10.3390/10010201 S. Quideau L. Pouységu A. Ozanne J. Gagnepain http://www.mdpi.com/1420-3049/10/1/195/ Thermal decomposition of 1-tert-butylperoxy-1,2-benziodoxol-3(1H)-one in cyclic ethers and acetals at 50 °C generates α-oxy carbon-centered radicals, which undergo an addition reaction with vinyl sulfones and unsaturated esters. http://www.mdpi.com/1420-3049/10/1/195/ Mon, 31 Jan 2005 00:00:00 CET Molecules 2005-01-31 10 1 Article 195 200 1420-3049 Addition to Electron Deficient Olefins of α-Oxy Carbon- Centered Radicals, Generated from Cyclic Ethers and Acetals by the Reaction with Alkylperoxy- λ3-iodane 2005-01-31 doi: 10.3390/10010195 T. Sueda Y. Takeuchi T. Suefuji M. Ochiai http://www.mdpi.com/1420-3049/10/1/190/ An easy and safe, though only moderately effective method is presented forpreparing (diacetoxyiodo)arenes, ArI(OAc)2, from iodoarenes, ArI, using thecommercially available and easily handled urea-hydrogen peroxide adduct (UHP) as theoxidant. The reactions take place in anhydrous AcOH/Ac2O/AcONa (a catalyst)mixtures, at 40 oC for 3.5 h to afford the purified ArI(OAc)2 in 37-78% yields. The fullyinterpreted 1H- and 13C-NMR spectra of the ArI(OAc)2 products are reported. http://www.mdpi.com/1420-3049/10/1/190/ Mon, 31 Jan 2005 00:00:00 CET Molecules 2005-01-31 10 1 Article 190 194 1420-3049 Easy and Safe Preparations of (Diacetoxyiodo) arenes from Iodoarenes, with Urea-Hydrogen Peroxide Adduct (UHP) as the Oxidant and the Fully Interpreted 1H- and 13C-NMR Spectra of the Products 2005-01-31 doi: 10.3390/10010190 Agnieszka Zielinska Lech Skulski http://www.mdpi.com/1420-3049/10/1/183/ Stereoselective synthesis of 5-7 membered cyclic ethers was achieved by deiodonative ring-enlargement of cyclic ethers having an iodoalkyl substituent. The reaction took place readily under mild conditions using hypervalent iodine compounds and an acetoxy or a trifluoroacetoxy group was introduced into the rings depending on the hypervalent iodine reagent employed. The use of hexafluoroisopropanol (HFIP) as solvent is critical. http://www.mdpi.com/1420-3049/10/1/183/ Mon, 31 Jan 2005 00:00:00 CET Molecules 2005-01-31 10 1 Article 183 189 1420-3049 Stereoselective Synthesis of 5-7 membered Cyclic Ethers by Deiodonative Ring-Enlargement Using Hypervalent Iodine Reagents 2005-01-31 doi: 10.3390/10010183 Tomohito Abo Masanori Sawaguchi Hisanori Senboku Shoji Hara http://www.mdpi.com/1420-3049/10/1/181/ n/a http://www.mdpi.com/1420-3049/10/1/181/ Mon, 31 Jan 2005 00:00:00 CET Molecules 2005-01-31 10 1 Editorial 181 182 1420-3049 Hypervalent Iodine 2005-01-31 doi: 10.3390/10010181 Antigoni Kotali