Regioselective One-Step Synthesis of 4-Fluoroalkylated Isoquinolines via Carbopalladation Reaction of Fluorine-Containing Alkynes
The palladium-catalyzed annulation reaction of fluoroalkylated alkynes with various 2-iodobenzylidenamines was investigated. In the presence of a catalytic amount of Pd(PPh3)4, the reaction took place smoothly to give the corresponding 4-fluoroalkylated isoquinoline in high yield as a single isomer....
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| Published in: | Journal of organic chemistry Vol. 70; no. 24; pp. 10172 - 10174 |
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| Main Authors: | , , , |
| Format: | Journal Article |
| Language: | English |
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American Chemical Society
25-11-2005
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| Abstract | The palladium-catalyzed annulation reaction of fluoroalkylated alkynes with various 2-iodobenzylidenamines was investigated. In the presence of a catalytic amount of Pd(PPh3)4, the reaction took place smoothly to give the corresponding 4-fluoroalkylated isoquinoline in high yield as a single isomer. No other regioisomer was detected. |
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| AbstractList | The palladium-catalyzed annulation reaction of fluoroalkylated alkynes with various 2-iodobenzylidenamines was investigated. In the presence of a catalytic amount of Pd(PPh3)4, the reaction took place smoothly to give the corresponding 4-fluoroalkylated isoquinoline in high yield as a single isomer. No other regioisomer was detected. [reaction: see text] The palladium-catalyzed annulation reaction of fluoroalkylated alkynes with various 2-iodobenzylidenamines was investigated. In the presence of a catalytic amount of Pd(PPh3)4, the reaction took place smoothly to give the corresponding 4-fluoroalkylated isoquinoline in high yield as a single isomer. No other regioisomer was detected. |
| Author | Ishihara, Takashi Chae, Jungha Miyabe, Tomotsugu Konno, Tsutomu |
| Author_xml | – sequence: 1 givenname: Tsutomu surname: Konno fullname: Konno, Tsutomu – sequence: 2 givenname: Jungha surname: Chae fullname: Chae, Jungha – sequence: 3 givenname: Tomotsugu surname: Miyabe fullname: Miyabe, Tomotsugu – sequence: 4 givenname: Takashi surname: Ishihara fullname: Ishihara, Takashi |
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| Cites_doi | 10.1016/S0040-4020(01)90286-8 10.1016/S0968-0896(00)00194-2 10.1039/cs9871600381 |
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| Keywords | Catalytic reaction Transition element complexes Isoquinoline derivatives Acetylenic compound Regioselectivity Nitrogen heterocycle Palladium complex Annelation Organic iodine compounds Organic fluorine compounds Benzenic compound Platinoid Complexes Chemical synthesis Alkyne |
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| Snippet | The palladium-catalyzed annulation reaction of fluoroalkylated alkynes with various 2-iodobenzylidenamines was investigated. In the presence of a catalytic... [reaction: see text] The palladium-catalyzed annulation reaction of fluoroalkylated alkynes with various 2-iodobenzylidenamines was investigated. In the... |
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| SubjectTerms | Alkynes - chemistry Chemistry Exact sciences and technology Fluorine - chemistry Heterocyclic compounds Heterocyclic compounds with only one n hetero atom and condensed derivatives Isoquinolines - chemical synthesis Isoquinolines - chemistry Molecular Structure Organic chemistry Preparations and properties Stereoisomerism |
| Title | Regioselective One-Step Synthesis of 4-Fluoroalkylated Isoquinolines via Carbopalladation Reaction of Fluorine-Containing Alkynes |
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