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