21985-04-6

Basic information

• Product Name: 2-Propyn-1-one, 3-phenyl-1-(2-thienyl)-
• CAS NO: 21985-04-6
• Molecular Formula: C13H8OS
• Molecular Weight: 212.272
• Mol File: 21985-04-6.mol
• Article Data: 79

Chemical Properties

• CAS DataBase Reference: 2-Propyn-1-one, 3-phenyl-1-(2-thienyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propyn-1-one, 3-phenyl-1-(2-thienyl)-(21985-04-6)
• EPA Substance Registry System: 2-Propyn-1-one, 3-phenyl-1-(2-thienyl)-(21985-04-6)

Safety Data

• Hazardous Substances Data: 21985-04-6(Hazardous Substances Data)

Upstream product

• 3437-95-4 2-Iodothiophene 
• 201230-82-2 carbon monoxide 
• 536-74-3 phenylacetylene 
• 527-72-0 2-thiophenylcarboxylic acid 
• 144-62-7 oxalic acid 
• 42591-61-7 Dimethyl(phenylethinyl)fluorsilan 
• 1003-09-4 2-bromothiophene 
• 6165-68-0 thiophene boronic acid 
• 124-38-9 carbon dioxide 
• 51445-63-7 oxo-thiophen-2-yl-acetaldehyde 
• 88-15-3 2-Acetylthiophene 
• 74032-50-1 S-(2-pyridinyl) thiophene-2-carbothioate 
• 932-87-6 1-Bromo-2-phenylacetylene 
• 64-18-6 formic acid 

Downstream Products

• 106128-42-1 Dibutyl-dithiocarbamic acid (E)-3-oxo-1-phenyl-3-thiophen-2-yl-propenyl ester 
• 102732-64-9 S-<(3-thienyl-3)-1-phenyl-3-oxopropen-1-yl>-N,N-diethyldithiocarbamate 
• 78504-81-1 1,4-bis<3-(2-thienyl)-1-phenyl-3-oxo-1-propenyl>-1-thia-4-azabutane 
• 78504-85-5 bis<6-(2-thienyl)-4-phenyl-6-oxo-3-aza-4-hexenyl> disulfide 
• 1159126-35-8 N-[3,4-diphenyl-5-(2-thienyl)-1,3-thiazol-2(3H)-ylidene]-N'-phenylthiourea 
• 1849-86-1 N-phenyl-N'-(benzothiazol-2-yl)thiocarbamide 
• 1354048-90-0 (2R)-2-[(3aR,5S,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-7-phenyl-5-(2-thienyl)-2,3-dihydro-1,4-oxazepine 
• 1354049-03-8 (3aS,4S,5aR,11aR,11bS)-4-methoxy-2,2-dimethyl-10-phenyl-8-(2-thienyl)-3a,4,5a,6,11a,11b-hexahydro[1,3]dioxolo[4,5]pyrano[3,2-b][1,5]oxazocine 
• 776297-09-7 (Z)-3-hydroxy-3-phenyl-1-(thiophen-2-yl)prop-2-en-1-one 
• 1194522-55-8 Z,Z-[2-(2-thienoyl)-1-phenylvinyl] selenide 
• 1123141-25-2 (1,3-dibenzyl-1,2,3,4-tetrahydro-6-phenylpyrimidin-5-yl)(thiophen-2-yl)methanone 

Relevant articles and documents

Carboxyboronate as a Versatile In Situ CO Surrogate in Palladium-Catalyzed Carbonylative Transformations

The application of carboxy-MIDA-boronate (MIDA=N-methyliminodiacetic acid) as an in situ CO surrogate for various palladium-catalyzed transformations is described. Carboxy-MIDA-boronate was previously shown to be a bench-stable boron-containing building block for the synthesis of borylated heterocycles. The present study demonstrates that, in addition to its utility as a precursor to heterocycle synthesis, carboxy-MIDA-boronate is an excellent in situ CO surrogate that is tolerant of reactive functionalities such as amines, alcohols, and carbon-based nucleophiles. Its wide functional-group compatibility is highlighted in the palladium-catalyzed aminocarbonylation, alkoxycarbonylation, carbonylative Sonogashira coupling, and carbonylative Suzuki–Miyaura coupling of aryl halides. A variety of amides, esters, (hetero)aromatic ynones, and bis(hetero)aryl ketones were synthesized in good-to-excellent yields in a one-pot fashion.

Ynonylation of Acyl Radicals by Electroinduced Homolysis of 4-Acyl-1,4-dihydropyridines

Herein we report the conversion of 4-Acyl-1,4-dihydropyridines (DHPs) into ynones under electrochemical conditions. The reaction proceeds via the homolysis of acyl-DHP under electron activation. The resulting acyl radicals react with hypervalent iodine(III) reagents to form the target ynones or ynamides in acceptable yields. This mild reaction condition allows wider functionality tolerance that includes halides, carboxylates, or alkenes. The synthetic utility of this methodology is further demonstrated by the late-stage modification of complex molecules.

Base-Promoted Synthesis of Polysubstituted 4-Aminoquinolines from Ynones and 2-Aminobenzonitriles under Transition-Metal-Free Conditions

A transition-metal-free and base-promoted one-pot reaction of ynones with 2-aminobenzonitriles is described. The reaction was initiated through sequential aza-Michael addition/intramolecular annulation to afford various multisubstituted 4-aminoquinolines