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Pure Appl. Chem., 1975, Vol. 43, No. 3-4, pp. 463-479

http://dx.doi.org/10.1351/pac197543030463

Applications of thallium(III) nitrate (TTN) to organic synthesis

Alexander McKillop

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  • Goel Atul, Kumar Amit, Hemberger Yasmin, Raghuvanshi Ashutosh, Jeet Ram, Tiwari Govind, Knauer Michael, Kureel Jyoti, Singh Anuj K., Gautam Abnish, Trivedi Ritu, Singh Divya, Bringmann Gerhard: Synthesis, optical resolution, absolute configuration, and osteogenic activity of cis-pterocarpans. Org. Biomol. Chem. 2012, 10, 9583. <http://dx.doi.org/10.1039/c2ob25722j>
  • Elkhayat Zobida, Safir Imad, Dakir Mohamed, Arseniyadis Siméon: Pb(OAc)4 mediated transannular oxidative ring cleavage. Tet Asymm 2007, 18, 1589. <http://dx.doi.org/10.1016/j.tetasy.2007.06.025>
  • Singh Om V., Muthukrishnan M., Sundaravedivelu M.: Thallium(III) Nitrate Mediated Ring Contraction of 2‐Aryl‐1,2,3,4‐tetrahydro‐4‐quinolones: Stereoselective Synthesis of trans Methyl 2‐Aryl‐2,3‐dihydroindol‐3‐carboxylates. Synth Comm 2006, 36, 943. <http://dx.doi.org/10.1080/00397910500466462>
  • Lévai Albert: Synthesis of isoflavones. Journal of Heterocyclic Chemistry 2004, 41, 449. <http://dx.doi.org/10.1002/jhet.5570410401>
  • Arseniyadis Siméon, Brondi-Alves Rosemeire, Quilez del Moral José, Yashunsky Dmitry V., Potier Pierre: Lead tetraacetate mediated “one-pot” multistage transformations on selected unsaturated 1,2-diols: The Wieland-Miescher series. Tetrahedron 1998, 54, 5949. <http://dx.doi.org/10.1016/S0040-4020(98)00269-5>
  • Silva Artur M. S., Cavaleiro José A. S., Elguero José: Oxidation of 4-Alkyl-2′-Hydroxy-2-cinnamylideneacetophenones with Thallium(III) Trinitrate: A New Synthesis of (E)-3-Styrylchromones. Liebigs Ann /Recueil 1997, 1997, 2065. <http://dx.doi.org/10.1002/jlac.199719971009>
  • Wang Junquan, Lin Jianlong, Zheng Ying, Huang Jinfeng: Rapid Regeneration of Carbonyl Compounds from Tosylhydrazones with Thallium Trinitrate(TTN). Synth Common 1997, 27, 2583. <http://dx.doi.org/10.1080/00397919708004127>
  • Arseniyadis Siméon, Yashunsky Dmitry V., de Freitas Rossimiriam Pereira, Dorado Manuel Muñoz, Potier Pierre, Toupet Loïc: Left and right-half taxoid building blocks from (S)-(+)-Hajos-Parrish ketone. Tetrahedron 1996, 52, 12443. <http://dx.doi.org/10.1016/0040-4020(96)00735-1>
  • Singh Om V., George Varughese: Thallium(III) Salts Mediated Oxidative Cyclization of Arenecarbaldehyde Benzothiazol-2-ylhydrazones to Bridged Head Nitrogen Heterocycles. Synth Common 1994, 24, 2627. <http://dx.doi.org/10.1080/00397919408010575>
  • Tökés Adrienne L., Antus Sándor: Oxidative Rearrangement of 2′-Acetamidochalcones with Thallium(III) Nitrate: A New Route to 3-Aryl-4(1H)-quinolones. Liebigs Ann Chem 1993, 1993, 927. <http://dx.doi.org/10.1002/jlac.1993199301147>
  • Süsse Manfred, Johne Siegfried, Hesse Manfred: Synthese und Reaktionsverhalten 2′-substituierter Isoflavone. HCA 1992, 75, 457. <http://dx.doi.org/10.1002/hlca.19920750205>
  • Khanna Mahavir S., Garg Chandra P., Kapoor Ram P.: A CONVENIENT ONE-POT SYNTHESIS OF 2-CINNAMOYLCOUMARAN-3-ONES FROM 2-CINNAMOYLOXYACETOPHENONES USING THALLIUM(III) p-TOLUENESULFONATE. Org Prep Proced Int 1992, 24, 469. <http://dx.doi.org/10.1080/00304949209356229>
  • Lévai Albert, Sebòk Péter: New Procedures for the Preparation of Isoflavones with Unsubstituted Ring A. Synth Common 1992, 22, 1735. <http://dx.doi.org/10.1080/00397919208020493>
  • Singh Om V., Kapoor R.P.: Dehydrogenation of flavanones to flavones using thallium(III) acetate(TTA). Tetrahetron Lett 1990, 31, 1459. <http://dx.doi.org/10.1016/S0040-4039(00)88832-2>
  • Singh Om V., Garg C.P., Kapoor R.P.: Oxidative 1,2-aryl rearrangement in flavanones using thallium(III) -tolylsulphonate (TTS)= A new useful route to isoflavones. Tetrahetron Lett 1990, 31, 2747. <http://dx.doi.org/10.1016/S0040-4039(00)94689-6>
  • Fernández Franco, Gómez Generosa, López Carmen, Santos Ana, Calleja José M., Cano Ernesto, López-Suárez José R.: Phenanthrylalkanoic acids, II: Syntheses and Antiinflammatory Activity of 2-, 3- and 9-Phenanthryl- and 9-Chloro-3-phenanthrylacetic Acids. Arch Pharm Pharm Med Chem 1988, 321, 331. <http://dx.doi.org/10.1002/ardp.19883210606>
  • Oppolzer Wolfgang, Godel Thierry: Syntheses of (±)- and Enantiomerically Pure (+)-Longifolene and of (±)- and Enantiomerically Pure (+)-Sativene by an Intramolecularde Mayo Reaction. HCA 1984, 67, 1154. <http://dx.doi.org/10.1002/hlca.19840670429>
  • Thomas Phillip, Whiting Donald A.: Synthesis of (±)-phaseollin; a protective sequence for chromen double bonds. Tetrahetron Lett 1984, 25, 1099. <http://dx.doi.org/10.1016/S0040-4039(01)80112-X>
  • Lévai Albert, Tókés Adrienne L.: Synthesis of Aurones by the Oxidative Rearrangement of 2′-Hydroxychalcones with Thallium (III) Nitrate. Synth Common 1982, 12, 701. <http://dx.doi.org/10.1080/00397918208061905>
  • Lau K.S.Y., Basiulis D.I.: Oxidation of aromatic bis-amides by thallium (III) trifluoroacetate. Tetrahetron Lett 1981, 22, 1175. <http://dx.doi.org/10.1016/S0040-4039(01)90267-9>
  • Baudouy René, Delbecq Francoise, Gore Jacques: Obtention de cyclopentenones par acetoxymercuration et acetoxythallation de vinylallenes. Tetrahedron 1980, 36, 189. <http://dx.doi.org/10.1016/0040-4020(80)80006-8>
  • Yamada Yasuji, Shibata Akihiro, Iguchi Kazuo, Sanjoh Hidenao: Transannular cyclization of cycloocta-1,5-diene induced by thallium(III) trifluoroacetate. Tetrahetron Lett 1977, 18, 2407. <http://dx.doi.org/10.1016/S0040-4039(01)83778-3>
  • Nagao Yoshimitsu, Ochiai Masahito, Kaneko Kimiyoshi, Maeda Akio, Watanabe Kohji, Fujita Eiichi: Novel reactions of organic sulfur and selenium compounds with thallium(III) nitrate: sulfoxide and selenoxide formation and pummerer-like reaction. Tetrahetron Lett 1977, 18, 1345. <http://dx.doi.org/10.1016/S0040-4039(01)93013-8>