Reactions of trimethylsilyl cyanide with tropone, 2-phenyltropone, and 2-methoxytropone. Formations of 2-cyano-1-hydroxytropylidene derivatives.
スポンサーリンク
概要
- 論文の詳細を見る
Reaction of trimethylsilyl cyanide (TMSCN) with tropone and 2-phenyltropone in the presence of a catalytic amount of zinc iodide in dichloromethane afforded silyl ethers of 7-cyano-1,3,5-cycloheptatriene-1-ol (<B>2a</B>) and 2-phenyl-7-cyano-1,3,5-cycloheptatriene-1-ol (<B>2b</B>), respectively. On the other hand, reaction of TMSCN with 2-methoxytropone gave 2-cyanotropone. Upon hydrolysis, <B>2a</B>, and <B>2b</B> yielded 2-cyano-1,3,5-cycloheptatrien-1-ol (<B>3a</B>) and a tautomeric mixture of 2-cyano-7-phenyl-1,3,5-cycloheptatrien-1-ol (<B>3b</B>) and 2-cyano-7-phenyl-3,5-cycloheptadien-1-one (<B>4b</B>). Oxidation of <B>3a</B> and the tautomeric mixture of <B>3b</B> and <B>4b</B> with selenium dioxide in dioxane afforded 2-cyanotropone and 2-cyano-7-phenyltropone, respectively.
- 公益社団法人 日本化学会の論文
著者
-
Saito Katsuhiro
Department Of Agricultural And Resource Economics The University Of Tokyo
-
Kojima Hisashi
Department of Chemistry, Nagoya Institute of Technology
関連論文
- Electrochemical Synthesis and Properties of Poly[1, 4-bis(N-pyrrolylalkoxy)benzene]s with a Three-dimensional Crosslinked Structure
- Synthesis and Carrier-transporting Properties of 5,10-Dihydro-5,5-dimethyl-10,10-diphenyl-1,9-diazasilanthrene
- Molecular Arrangement in the Cocrystals of 1, 1', 3, 3'-Tetramethyl-2, 2'-bi-1H-imidazolium Bis(tetraphenylborate) with Ketone, Aldehyde, and Nitrile as Guest Molecules
- Synthesis and Properties of 9, 9'-Diaryl-4, 5-diazafluorenes. A New Type of Electron-Transporting and Hole-Blocking Material in EL Device
- ^1H NMR Analysis and Crystal Structures of 1,1',3,3'-Tetramethyl-2,2'-bi-1H-imidazolium Bis(tetraphenylborate): Ion-Associative Interactions Containing Ketone, Aldehyde, and Nitrile
- Reaction of Strained Homoconjugated Compounds with Benzene in the Presence of Palladium(II) Acetate
- A Dye-sensitized Solar Cell Using a Red Ruthenium(II) Complex with 9,9-Bis(4-methoxyphenly)-4,5-diazafluorene
- 1,3-Dipolar Cycloaddition Reactions of 2,4,6-Cycloheptatrien-1-imines with Benzonitrile Oxides Leading to 1,2,4-Oxadiazaspiro [4.6] undeca-2,6,8,10-tetraenes
- Photoisomerization Reactions of 8-Azatricyclo[3.2.1.0^]oct-6-ene Derivatives Leading to Azabishomobenzene Derivatives
- Cellular Substrates for Epileptiform Activity induced by Repeated Tetanic Stimulation in Hippocampal Slices
- Remark on Fourier coefficients of modular forms of half integral weight belonging to Kohnen's spaces
- On the Trace of the Representation of SL(2,Z ⁄NZ ) in the space of Modular Forms of Half Integral Weight
- Fourier coefficients of modular forms of half integral weight, periods of modular forms and the special values of zeta functions
- On the Fourier coefficients of modular forms of half integral weightbelonging to Kohnen's spaces and the critical values of zetafunctions
- Remark on Belyi's paper concerning Galois extensions of the maximal cyclotomic field with certain linear groups as Galois groups
- Estimating the Social Accounting Matrix of Lao PDR and Evaluating Resource-Based Exportation
- Hindered internal rotation around the C-N bond in 1H-azepine derivatives as studied by the NMR techniques.
- Reactions of benzocyclopropene with sulfonyl isocyanates and nitrones: Cycloadditions through C-C .SIGMA.-bond rupture of three-membered ring.
- Stereospecific and nucleophilic additions of 2- and 3-thienylmethylene. Reactions of 2- and 3-thienylmethylene with cis- and trans-stilbene, dimethyl maleate, dimethyl fumarate, and styrene derivatives.
- The pyrolyses of 1,1,4,4,-tetraphenyl-1,4-butanediol and 1,1,4,4-tetraphenyl-2-butene-1,4-diol derivatives. Decomposition reactions to form olefins via the elimination of two mole equivalents of the hydroxydiphenylmethyl radical.
- The Photoreactions of 2,3-Dicyanobarrelene
- Reactions of tropone tosylhydrazone sodium salt with anthracene, 1,3-diphenylisobenzofuran, and phenylacetylene: (2+2) and (4+2) type cycloaddition reactions of cycloheptatrienylidene or 1,2,4,6-cycloheptatetraene.
- (2+4) and (6+4) Type cycloaddition reactions of 1-ethoxycarbonyl-1H-azepine and 1-ethoxycarbonyl-1H-1,2-diazepine with 3,4,5,6-tetrachloro-1,2-benzoquinone.
- Reactions of spiro[2.6]nona-4,6,8-triene derivatives with acids and bases. Rearrangement to a heptafulvene derivative and formation of ether linkage compounds.
- The Photochemical and the Thermal Reaction of Dimethyl trans-Spiro[2.6]nona-4,6,8-triene-1,2-dicarboxylate
- Reactions of trimethylsilyl cyanide with tropone, 2-phenyltropone, and 2-methoxytropone. Formations of 2-cyano-1-hydroxytropylidene derivatives.
- Decompositions of tropone tosylhydrazone sodium salt in the presence of cyclopentadienone derivatives. (4+2)-Type cycloaddition reactions of cycloheptatrienylidene or 1,2,4,6-cycloheptatetraene with cyclopentadienone derivatives.
- Reactions of azepine, diazepine, tropone, and cyclopentadienone derivatives with some chlorosilane derivatives in the presence of magnesium.
- DIMENSION OF SPACES OF VECTOR VALUED AUTOMORPHIC FORMS ON THE UNITARY GROUP SU(2, 1)
- Reactions of sodium salts of tosylhydrazones of 2- and 3-thiophenecarbaldehydes, 1-methyl-2-pyrrolecarbaldehyde, and furfural with acrylonitrile.
- Anthracene derivatives as acceptors of the reaction intermediate generated by the decomposition of tropone tosylhydrazone sodium salt. Regioselective cycloaddition reactions of cycloheptatrienylidene or 1,2,4,6-cycloheptatetraene with 9-substituted anthra
- Reactions of tropone tosylhydrazone sodium salt with 2-pyrone derivatives: Nucleophilic addition of 1,2,4,6-cycloheptatetraene to 2-pyrone derivatives.
- Homoconjugated diene as a dienophile to troponoid compounds: The stereoselective addition reactions of tropone and 8,8-dicyanoheptafulvene with tricyclo(3.2.2.02,4)nona-6,8-diene derivative and thermal and photochemical isomerizations of the adducts.
- [2.PI.+2.SIGMA.] and [4.PI.+2.SIGMA.] Type cycloaddition reactions of furan and benzofurans with benzocyclopropene.