1196-38-9

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 48, p. 1166, 1983 DOI: 10.1021/jo00156a004Tetrahedron Letters, 19, p. 589, 1978

InChI:InChI=1/C9H9NO/c11-9-8-4-2-1-3-7(8)5-6-10-9/h1-4H,5-6H2,(H,10,11)

Upstream product

• 5597-04-6 2-cyanomethylbenzoic acid methyl ester 
• 6552-60-9 3,4-dihydro-2H-isoquinoline-1-thione 
• 17698-11-2 N-hydroxy-3-phenylpropanamide 
• 201230-82-2 carbon monoxide 
• 65185-58-2 2-(2-bromophenyl)ethanamine 
• 75435-38-0 1-hydroperoxy-2-benzoyl-1,2,3,4-tetrahydroisoquinaldonitrile 
• 91-21-4 1,2,3,4-tetrahydroisoquinoline 
• 26011-68-7 methyl N-(2-phenylethyl)carbamate 
• 491-30-5 1-hydroxyisoquinoline 
• 98503-39-0 indanone-⁽¹⁾-[O-(toluene-sulfonyl-⁽⁴⁾)-seqtrans-oxime ] 
• 1194043-75-8 2-(2-iodophenyl)ethylaminepentacarbonyltungsten 
• 20286-84-4 tert-butyl (2-hydroxyphenethyl)carbamate 
• 75-75-2 methanesulfonic acid 
• 83-33-0 inden-1-one 

Downstream Products

• 91-21-4 1,2,3,4-tetrahydroisoquinoline 
• 6772-65-2 2-methyl-3,4-dihydro-2H-isoquinolin-1-one 
• 74572-89-7 N-(4-[2-(1-oxo-1,2,3,4-tetrahydro-isoquinoline-2-carboxamido)-ethyl]-benzenesulfonyl)-N'-cyclohexyl-urea 
• 1149351-78-9 3,4-dihydro-N-[3-(4-(2,3-dichlorophenyl)piperazin-1-yl)propyl]isoquinolin-1(2H)-one 
• 1149351-74-5 3,4-dihydro-N-[3-(4-(4-methoxyphenyl)piperazin-1-yl)propyl]isoquinolin-1(2H)-one 
• 1149351-77-8 3,4-dihydro-N-[3-(4-(3-trifluoromethylphenyl)piperazin-1-yl)propyl]isoquinolin-1(2H)-one 
• 1149351-73-4 3,4-dihydro-N-[3-(4-(2-methoxyphenyl)piperazin-1-yl)propyl]isoquinolin-1(2H)-one 
• 1269142-23-5 tert-butyl 2-(1-oxo-1,2,3,4-tetrahydroisoquinoline-2-carboxamido)benzylcarbamate 
• 1269142-44-0 C₂₈H₃₆N₄O₆ 
• 1613722-69-2 10-(benzyloxy)-5,6-dihydro-8H-isoquinolino[1,2-b]quinazolin-8-one 
• 100-44-7 benzyl chloride 
• 57098-81-4 5,6-dihydro-8H-isoquino<1,2-b>quinazolin-8-one 

Relevant academic research and scientific papers

Green Oxidation of Amines to Imines Based on the Development of Novel Catalytic Systems Using Molecular Oxygen or Hydrogen Peroxide

Amines are transformed into the corresponding imines by environmentally benign catalytic oxidation reactions. Gaseous oxygen or hydrogen peroxide is used as the oxidant, and water is the only byproduct. When a vanadium complex is used as the catalyst in an ionic liquid, the amine oxidation successfully proceeds with recycling of the catalyst. Amine oxidation with hydrogen peroxide as an oxidant in water is also attained by using copper(II) sulfate as catalyst. In addition, photoinduced oxidation of amines to imines is conducted by using oxygen as the oxidant in the presence of a zinc-chlorin complex as catalyst.

Galactose Oxidase Variants for the Oxidation of Amino Alcohols in Enzyme Cascade Synthesis

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Visible-Light-Induced Controlled Oxidation of N-Substituted 1,2,3,4-Tetrahydroisoquinolines for the Synthesis of 3,4-Dihydroisoquinolin-1(2H)-ones and Isoquinolin-1(2H)-ones

A visible light-rose bengal-TBHP mediated, controlled oxidation of N-substituted 1,2,3,4-tetrahydroisoquinolines is developed for the synthesis of 3,4-dihydroisoquinolin-1(2H)-ones and isoquinolin-1(2H)-ones. The present method feature's a broad substrate scope, good functional group tolerances, and the products were prepared in good to excellent yields. The developed methodology further demonstrated in the synthesis of isoindolo[2,1-b] isoquinolin-5(7H)-one (topoisomerase-I inhibitor). (Figure presented.).

INTRAMOLECULAR AMIDATION OF ARYLALKYLHYDROXAMIC ACIDS

It is shown that mixtures of two isomeric benzolactams, viz., compounds of the benzamide and anilide type, are formed in the intramolecular amidation of arylalkylhydroxamic acids under the influence of polyphosphoric acid (PPA).A general reaction scheme that includes three pathways, viz., direct amidation, Losen rearrangement of the hydroxamic acids with subsequent cyclization of the isocyanates, and Beckmann rearrangement of the oximes of the cyclic ketones formed in the thermal cleavage of the starting hydroxamic acids in PPA, is proposed on the basis of a study of racemic and optically active arylalkylhydroxamic acids.

Synthesis of novel tricyclic aryltriazole-3-thione compounds

A new synthetic protocol has been developed to provide entry into a series of novel tricyclic aryltriazole-3-thiones analogs. The classical reaction conditions of subjecting an arylhydrazide with thiophosgene to form the thioisocyanate intermediate and ultimately the corresponding aryltriazole-3-thione framework were not successful. However, using a combination of carbon disulfide and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) to form the thioisocyanate intermediate was found to produce the novel tricyclic aryltriazole-3-thiones (5, 8a-c) in good yield. Copyright Taylor & Francis, Inc.

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Pd-catalyzed regioselective coupling of β-C(sp2)-H bonds in aromatic amines protected by oxalyl amide with carbon monoxide is reported. The reaction could tolerate various functional groups and could afford good to excellent yields of the corresponding 3,4-dihydroisoquinolinone derivatives. Remarkably, it could also tolerate β-arylethylamino acid and thiopheneethylamine derivatives, thus showing their potential for producing several important units for bioactive compound synthesis.

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