Synthesis of isoindoles. Acid or base induced cyclization of 2-cyanobenzaldehyde with alcohols.
スポンサーリンク
概要
- 論文の詳細を見る
Various 3,3-dialkoxy-2,3-dihydro-1-hydroxy-1<I>H</I>-isoindoles (<B>2</B>) were obtained by treating 2-cyanobenzaldehyde (<B>1</B>) with alcohols in the presence of an acid catalyst such as silica gel. In the reaction using a base catalyst such as triethylamine and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), 3-alkoxy-2,3-dihydro-1<I>H</I>-isoindol-1-ones (<B>4</B>) were formed via 3-alkoxy-1,3-dihydro-1-isobenzofuranimine (<B>3</B>). The use of 1,4-diazabicyclo[2.2.2]octane (DABCO) and <I>N</I>,<I>N</I>,<I>N</I>′,<I>N</I>′-tetramethylethylenediamine (TMEDA) gave <B>2</B> besides <B>3</B> and <B>4</B>. A convenient and selective synthesis of isoindoles and its derivatives are described.
- 公益社団法人 日本化学会の論文
著者
-
Sato Ryu
Department Of Applied Chemistry And Molecular Science Faculty Of Engineering Iwate University
-
Saito Minoru
Department Of Agricultural Engineering Faculty Of Agriculture Kagawa University
-
Kurosawa Akiko
Department of Resource Chemistry, Faculty of Engineering, Iwate University
-
Ohmori Michiko
Department of Resource Chemistry, Faculty of Engineering, Iwate University
-
Kaitani Fumiko
Department of Resource Chemistry, Faculty of Engineering, Iwate University
-
Senzaki Toshihide
Department of Resource Chemistry, Faculty of Engineering, Iwate University
-
Goto Takehiko
Department of Resource Chemistry, Faculty of Engineering, Iwate University
関連論文
- Transformation of Polycythemia Vera to Acute Promyelocytic Leukemia
- Tetrathiaselenepin Ring Fused to Benzene and Naphthalene
- Macrocyclic Compounds Having Sulfide Moieties Derived from o-Terphenyl
- Structure and Electrochemical Property of Novel 1,4-Diselenins
- Efficient Synthesis, Structure, and Redox Reactions of 1,4,6,9-Tetraisopropylchalcogenanthrenes
- Synthesis of New Pentathiepin and Dithiatriselenepin Fused to Ferrocene via Dithiametallacycles
- Design of Reversible Low Redox Potential Systems Using Five-Membered Trichalcogenaheterocycles Containing Heavy Chalcogens ; Sulfur, Selenium, and Tellurium
- Generation and Detection of a Dithia Dication Derived from 4,9-Diethyl-[1,4]dihydrodithiino[5,6-f]benzotrithiole 5-Oxide and Its Disproportionation
- Preparation and Conformational Analysis of 6,10-Diethyl[1,2,3]trithiolo-[4,5-h]benzopentathiepin Monoxides : Isolation and Optical Properties of Chiral Benzopentathiepin Derivatives
- First Preparation and Structural Determination of Optically Pure Cyclic Polysulfides, 6, 10-Diethyl Trithiolo[h]benzopentathiepin Monooxides
- Synthesis and Unique Packing Structure by X-Ray Analysis of New Types of Stable Trithioles Bound to Fused Aromatic Systems
- Synthesis, Structure, and Oxidation of Novel 4,7-Disubstituted Benzotrithioles. Formation and Characterization of Radical Cations with 11πElectron Framework
- 2P-311 チャコウラナメクジ嗅覚系の電気的振動パターンの解析(非平衡/生体リズム,第46回日本生物物理学会年会)
- 3P-237 NMDA刺激によるマウス脳海馬のカルシウム信号の成分とそれに対するコルチコステロンの急性作用(神経回路・脳の情報処理,第46回日本生物物理学会年会)
- Components of NMDA-induced Ca^ signal in mouse hippocampal slices and acute effects of corticosterone on each component
- An Effective and Selective Synthesis of Sterically Crowded Benzotrithioles from Benzodithiastannoles via Benzotrithiole 2-Oxides
- Reactions of Benzopentathiepin with Trialkyl Phosphites. A New Preparative Method for S-Aryl O, O'-Dialkyl Thiophosphates
- Curing Behavior of Epoxy Resin Initiated by Amine-Containing Inclusion Complexes
- Induction of metamorphosis in the sand dollar Peronella japonica by thyroid hormones
- Models for the Change in Chromophore Structure of Allophycocyanin Corresponding to Its Observed Reversible Change in Absorbance
- Presynaptic K^+ Channel Modulation is a Crucial Ionic Basis of Neuronal Damage Induced by Ischemia in Rat Hippocampal CA1 Pyramidal Neurons(Neurobiology)
- Size Distribution Characteristics of some Marine Beach Sands
- Various Firing Patterns Found in a Giant Neuron of the Pond Snail Lymnaea stagnalis and Their Dynamics
- Chemistry on isoindoles. Novel synthesis of various functionalized isoindoles from 2,3-dicyanobenzaldehyde.
- Synthesis of 7-Substituted 6,7-Dihydro-5H-pyrrolo(3,4-b)pyridin-5-ones. Reaction of 7-Hydroxy Derivatives with Nucleophiles.
- One-pot synthesis of alkyl aryl trithiocarbonates from benzenethiols, alkyl halides, and carbon disulfide with a phase-transfer catalyst.
- Synthesis of isoindoles. Acid or base induced cyclization of 2-cyanobenzaldehyde with alcohols.
- Penertration behavior of cesium in oxide film growing on surface of stainless steel under condition of high oxygen potential.
- Reaction of substituted benzaldehydes with sodium hydrogensulfide or sodium sulfide in liquid ammonia.
- Nucleation rate of potassium chlorate from quiescent supersaturated aqueous solution.
- Convenient synthesis of alkanediyl bis(alkyl trithiocarbonate)s from alkanedithiols with alkyl halides and carbon disulfide in the presence of phase-transfer catalyst.
- Synthesis of cyclic polysulfides. Reactions of dithiols and related compounds with elemental sulfur in liquid ammonia.
- Convenient alkylation of 6,7-dihydro-7-phenyl-5H-pyrrolo(3,4-b)pyridin-5-ones in a phase transfer system. Synthesis of novel cyclic nicotinamide analogus.
- Effect of grain size of stainless steel on oxidation rate under oxygen pressure controlled by Mo/MoO2 oxygen buffer.
- Novel reduction of carbonyl compounds with Al/NH3/halide under irradiation of ultrasonic wave.
- New Birch type reduction. Halogen or halides-activated reduction of disulfides to thiols with aluminium in liquid ammonia.
- Convenient synthesis of cyclic trithiocarbonates from 1,2- or 1,3-dihaloalkanes and sodium trithiocarbonate in the presence of phase-transfer catalyst.