A convenient synthesis of 2-deuterio-1,3-benzodithiolylium salts. Useful synthon for the preparation of one-carbon homologated 1-deuterio aldehydes.

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概要

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• 2-Deuterio-1,3-benzodithiolylium salt, a useful synthon for preparation of one-carbon homologated 1-deuterio aldehydes, can be prepared in excellent overall yield in three steps starting from easily accessible 2-isopentoxy-1,3-benzodithiole.

• 公益社団法人 日本化学会の論文

著者

• Nakayama Juzo

  Department Of Chemistry Faculty Of Science Saitama University

関連論文

• Thiiranation of 2'-Adamantylidene-9-benzonorbornenylidene and cis- and trans-Cyclooctenes with 4,4'-Dithiodimorpholine in Acetic Anhydride
• Reactions of Benzyne with 1,3-Benzodithiole-2-thione and Related Compounds : Formation of Novel Tetracyclic Sulfonium Salts and Their Reactions Leading to Dibenzo-1,3,6-trithiocin Derivatives
• Preparation of a New Class of Inner Salts by Formal Addition of Tosyl Nitrene to the Sulfur Atom of Inner Salts, α-Carbeniodithiocarboxylates
• Preparation of Functionalized Unsymmetrical Disulfides by a Base-induced Crossed Reaction of Symmetrical Disulfides
• Synthesis and Structure of Sterically Congested, New Alkenes, syn-and anti-9,9'-Bibenzonorbornenylidenes
• New Synthesis of 1,2-Thiazetidines of anti- and syn-9,9'-Bibenzonorbornenylidenes
• Synthesis of Isolable Thiirane 1-Imides and Their Stereospecific Ring-enlargement to 1,2-Thiazetidines
• Preparation of Sterically Congested Compounds : 6,7-Di-t-butyl-1,4-naphthoquinone, 2,3,6,7-Tetra-t-butylanthraquinone, and 2,3,6,7-Tetra-t-butylanthracene
• Regio- and Stereo-Chemistry of Addition of Molecular Bromine to S-Oxidized Derivatives of 3, 4-Di-t-butylthiophene : Exclusive 1, 4-Cis-Additions
• Preparation and Properties of a Huge, Crystalline, and Water-Soluble Compound (C_H_N_Br_6S_) That Possesses Six Carbenium Salt Units
• Michael Additions of Oxygen and Sulfur Nucleopholes to 3,4-Di-t-butyl-1-[(p-tolyl)sulfonylimino]-1,1-dihydrothiophene. A Comparison Study with 3,4-Di-t-butylthiophene 1-Oxide and 1,1-Dioxide
• Synthesis, Structure, Tautomerism, and 1,4-Dipolar Cycloaddition of Thermally Stable, Crystalline 1,4-Dipoles
• Addition of Grignard and Organolithium Reagents to the Negatively Charged Sulfur Atom of 2, 2-Bis(diethylamino)ethan-2-ylium-1-dithioate
• Synthesis and Properties of Monocyclic 5H-1, 2-Oxathioles (Cyclic α, β-Unsaturated Sulfenic Acid Esters)
• Conversions of Thiirene 1-Oxides to α-Iminothioketones or Oxazoles through Probable Intermediates Sulfilimines
• Methyl Sulfonium Salts of 9,9'-Bibenzonorbornenylidene Episulfides: Preparation and Isomerization
• Reaction of 3,4-Di-t-butylthiophene 1-Oxide with 2-Methylene-1,3-dimethylimidazolidine: Methylene Transfer and [4+4] Dimerization
• Thiophene 1,1-Dioxide : Synthesis, Isolation, and Properties
• Ambident Reactivities of Carbenium Salts Possessing a Thiocarbonyl Group at the β-Position
• Synthesis and Structure of Sulfur-Bridged [1._n](2,5)Thiophenophanes (n=4-6)
• Synthesis of Dibenzo[d, g][1, 3, 6]trithiocins
• First Synthesis and Reactivities of Isolable Dithiiranes and Their 1-Oxides
• First Synthesis of Selenophene 1, 1-Dioxides
• Formation, Structure, and Thionation of 1,2,4,5-Tetrathianes [cis-and trans-3,6-Bis(1,1,3,3-tetramethyl-4-oxo-4-phenylbutyl)-1,2,4,5-tetrathianes
• Preparation of 3, 3-Bis(alkylthio)-1, 1-dipiperidino-2-propenylium Iodides by S-Alkylation of Alkyl 3, 3-Dipiperidinodithioacrylates
• Synthesis and Characterization of Tetraethylethanediselenoamide
• Synthesis and Properties of the Inner Salt, 3, 3-Dipiperidino-3-propylium-1-dithioate : Adduct of 1, 1-Dipiperidinoethene and Carbon Disulfide
• Cycloaddition of Bis[3,3-bis(diethylamino)thioacryloyl] Disulfide with Alkynic Dienophiles : A New Access to 2H-Thiopyran-2-thiones
• Photorearrangement of Thiophenetriptycene^1
• First Isolable tert-Alkyl Phenyl Selones
• Reaction of Tri-2-thienylmethyllithium with Alkyl Halides. Substitution on Carbanion Center vs. Thiophene Ring
• Structure Elucidation of 6-t-Butyl-6-phenylpentathiane Monoxides by X-ray Crystallography and DFT Calculations
• Ring-Opening and Ring-Expansion Study of 3, 4-Di(1-adamantyl)-1, 2-dithiete
• Cyclic Oligo(thio-2, 5-thienylenes)(Sulfur-bridged Calixarenes
• Synthesis and Characterization of Thiophene 1-Oxides Kinetically Stabilized by Bulky Substituents at the 3-and 4-Positions
• Studies on π-Face Selective Additions with 3,4-Di-tert-butylthiophene 1-Oxide and 1-Imide
• Oxidation of Tetraarylselenophenes and Benzo[b]selenophene with m-Chloroperbenzoic Acid
• The first synthesis and properties of 2,3-di-t-butylthiophene. Reaction of 3,4-di-t-butyl-1,2-dithiete with dimethyl acetylenedicarboxylate.
• Heterofulvalenes. II. Synthesis and reaction of 2,3:7,8-dibenzo-1,4-dithia-6-azafulvalene.
• Thiocarbonyl ylide intermediates generated by deprotonation of 2-phenacylthio- and 2-(p-bromophenacylthio)-1,3-dithiolylium and 2-(p-bromophenacylthio)-1,3-dithiolanylium bromides.
• Synthesis, Chemical Properties, and Structure of a Sterically Hindered Ketone, 2,2,5,5-Tetramethyl-4,4-diphenyl-3-thiolanone.
• A convenient synthesis of 2-deuterio-1,3-benzodithiolylium salts. Useful synthon for the preparation of one-carbon homologated 1-deuterio aldehydes.
• Preparation of 3,6-disubstituted pyridazines from 3-thiapentane-1,5-diones via 2,7-dihydro-1,4,5-thiadiazepines.
• Insertion of benzyne and substituted benzynes into the S-S bond of diphenyl and di-p-tolyl disulfides yielding the corresponding o-bis(arylthio)benzenes.
• Wittig reaction of 1,3-benzodithiol-2-ylidenetriphenylphosphorane with carbon disulfide.

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