Literature DB >> 23088256

Copper-assisted palladium(II)-catalyzed direct arylation of cyclic enaminones with arylboronic acids.

Yong Wook Kim1, Micah J Niphakis, Gunda I Georg.   

Abstract

Described herein is a n class="Chemical">palladium(II)-catalyzed direct arylationclass="Chemical">pan> of n class="Chemical">cyclic enaminones with n class="Chemical">arylboronic acids. The versatility of this method is that both electron-rich and electron-poor boronic acids can be coupled in high yields. A mixture of two Cu(II) additives was crucial for efficient cross-coupling. The role of each Cu(II) reagent appears to be distinct and complementary serving to assist catalyst reoxidation and transmetalation through a putative arylcopper intermediate.

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Year:  2012        PMID： 23088256      PMCID： PMC3490213          DOI： 10.1021/jo301531k

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  41 in total

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Authors:  Lei Bi; Gunda I Georg
Journal:  Org Lett       Date:  2011-09-22       Impact factor: 6.005

2.  Nonbasic, room temperature, palladium-catalyzed coupling of aryl and alkenyl iodides with boronic acids mediated by copper(I) thiophene-2-carboxylate (CuTC).

Authors:  C Savarin; L S Liebeskind
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5.  Total syntheses of arylindolizidine alkaloids (+)-ipalbidine and (+)-antofine.

Authors:  Micah J Niphakis; Gunda I Georg
Journal:  J Org Chem       Date:  2010-09-03       Impact factor: 4.354

6.  Palladium(II)-catalyzed dehydrogenative alkenylation of cyclic enaminones via the Fujiwara-Moritani reaction.

Authors:  Yi-Yun Yu; Micah J Niphakis; Gunda I Georg
Journal:  Org Lett       Date:  2011-10-13       Impact factor: 6.005

7.  Phosphine catalyzed alpha-arylation of enones and enals using hypervalent bismuth reagents: regiospecific enolate arylation via nucleophilic catalysis.

Authors:  Phillip K Koech; Michael J Krische
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8.  Transition metal-catalyzed direct arylation of substrates with activated sp3-hybridized C-H bonds and some of their synthetic equivalents with aryl halides and pseudohalides.

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Review 9.  C-C, C-O, C-N bond formation on sp2 carbon by Pd(II)-catalyzed reactions involving oxidant agents.

Authors:  Egle M Beccalli; Gianluigi Broggini; Michela Martinelli; Silvia Sottocornola
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10.  Direct arylation of cyclic enamides via Pd(ii)-catalyzed C-H activation.

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  6 in total

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2.  Palladium-catalyzed direct C-H arylation of cyclic enaminones with aryl iodides.

Authors:  Yi-Yun Yu; Lei Bi; Gunda I Georg
Journal:  J Org Chem       Date:  2013-06-10       Impact factor: 4.354

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4.  Biomimetic Aerobic C-H Olefination of Cyclic Enaminones at Room Temperature: Development toward the Synthesis of 1,3,5-Trisubstituted Benzenes.

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Journal:  Adv Synth Catal       Date:  2014-04-14       Impact factor: 5.837

5.  Boron-Heck reaction of cyclic enaminones: regioselective direct arylation via oxidative palladium(II) catalysis.

Authors:  Yong Wook Kim; Gunda I Georg
Journal:  Org Lett       Date:  2014-03-03       Impact factor: 6.005

6.  Unraveling innate substrate control in site-selective palladium-catalyzed C-H heterocycle functionalization.

Authors:  Hwanho Choi; Minsik Min; Qian Peng; Dahye Kang; Robert S Paton; Sungwoo Hong
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  6 in total

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