Palladium-Catalyzed One-Pot Approach to 3-(Diarylmethylene)oxindoles from Propiolamidoaryl Triflate

3-(Diarylmethylene)oxindoles have been synthesized from propiolamidoaryl triflate utilizing a palladium-catalyzed one-pot reaction consisting of three successive reactions: Sonogashira, Heck, and Suzuki-Miyaura. This method allows for the production of a complex skeleton of 3-(diarylmethylene)oxindo...

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Main Authors: Dahye Lee, Sunhwa Park, Yoseb Yu, Kye Jung Shin, Jae Hong Seo
Format: Article
Language:English
Published: MDPI AG 2015-08-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/20/8/14022
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author Dahye Lee
Sunhwa Park
Yoseb Yu
Kye Jung Shin
Jae Hong Seo
author_facet Dahye Lee
Sunhwa Park
Yoseb Yu
Kye Jung Shin
Jae Hong Seo
author_sort Dahye Lee
collection DOAJ
description 3-(Diarylmethylene)oxindoles have been synthesized from propiolamidoaryl triflate utilizing a palladium-catalyzed one-pot reaction consisting of three successive reactions: Sonogashira, Heck, and Suzuki-Miyaura. This method allows for the production of a complex skeleton of 3-(diarylmethylene)oxindole from propiolamidoaryl triflate using a commercially available aryl iodide and arylboronic acid in a simple and efficient way with moderate yield and stereoselectivity.
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spelling doaj.art-2aebf9eba21340a3aef0031d2d5525d12022-12-21T21:52:27ZengMDPI AGMolecules1420-30492015-08-01208140221403210.3390/molecules200814022molecules200814022Palladium-Catalyzed One-Pot Approach to 3-(Diarylmethylene)oxindoles from Propiolamidoaryl TriflateDahye Lee0Sunhwa Park1Yoseb Yu2Kye Jung Shin3Jae Hong Seo4Integrated Research Institute of Pharmaceutical Sciences, College of Pharmacy, The Catholic University of Korea, Bucheon-si, Gyeonggi-do 420-743, KoreaIntegrated Research Institute of Pharmaceutical Sciences, College of Pharmacy, The Catholic University of Korea, Bucheon-si, Gyeonggi-do 420-743, KoreaIntegrated Research Institute of Pharmaceutical Sciences, College of Pharmacy, The Catholic University of Korea, Bucheon-si, Gyeonggi-do 420-743, KoreaIntegrated Research Institute of Pharmaceutical Sciences, College of Pharmacy, The Catholic University of Korea, Bucheon-si, Gyeonggi-do 420-743, KoreaIntegrated Research Institute of Pharmaceutical Sciences, College of Pharmacy, The Catholic University of Korea, Bucheon-si, Gyeonggi-do 420-743, Korea3-(Diarylmethylene)oxindoles have been synthesized from propiolamidoaryl triflate utilizing a palladium-catalyzed one-pot reaction consisting of three successive reactions: Sonogashira, Heck, and Suzuki-Miyaura. This method allows for the production of a complex skeleton of 3-(diarylmethylene)oxindole from propiolamidoaryl triflate using a commercially available aryl iodide and arylboronic acid in a simple and efficient way with moderate yield and stereoselectivity.http://www.mdpi.com/1420-3049/20/8/140223-(Diarylmethylene)oxindoleone-pot reactionaryl triflatepalladium-catalyzed reaction
spellingShingle Dahye Lee
Sunhwa Park
Yoseb Yu
Kye Jung Shin
Jae Hong Seo
Palladium-Catalyzed One-Pot Approach to 3-(Diarylmethylene)oxindoles from Propiolamidoaryl Triflate
Molecules
3-(Diarylmethylene)oxindole
one-pot reaction
aryl triflate
palladium-catalyzed reaction
title Palladium-Catalyzed One-Pot Approach to 3-(Diarylmethylene)oxindoles from Propiolamidoaryl Triflate
title_full Palladium-Catalyzed One-Pot Approach to 3-(Diarylmethylene)oxindoles from Propiolamidoaryl Triflate
title_fullStr Palladium-Catalyzed One-Pot Approach to 3-(Diarylmethylene)oxindoles from Propiolamidoaryl Triflate
title_full_unstemmed Palladium-Catalyzed One-Pot Approach to 3-(Diarylmethylene)oxindoles from Propiolamidoaryl Triflate
title_short Palladium-Catalyzed One-Pot Approach to 3-(Diarylmethylene)oxindoles from Propiolamidoaryl Triflate
title_sort palladium catalyzed one pot approach to 3 diarylmethylene oxindoles from propiolamidoaryl triflate
topic 3-(Diarylmethylene)oxindole
one-pot reaction
aryl triflate
palladium-catalyzed reaction
url http://www.mdpi.com/1420-3049/20/8/14022
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AT yosebyu palladiumcatalyzedonepotapproachto3diarylmethyleneoxindolesfrompropiolamidoaryltriflate
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