Literature DB >> 17348723

Reactions of hypervalent iodine reagents with palladium: mechanisms and applications in organic synthesis.

Nicholas R Deprez1, Melanie S Sanford.   

Abstract

The unique reactivity of hypervalent iodine reagents with Pd0 and PdII complexes has been exploited for a variety of synthetically useful organic transformations. For example, IIII reagents have been used in place of aryl halides for diverse Pd-catalyzed C-C and C-heteroatom bond-forming cross-coupling reactions. In addition, these reagents have found application in Pd-catalyzed oxidation reactions, including the oxidative functionalization of C-H bonds and the 1,2-aminooxygenation of olefinic substrates. This review discusses both the synthetic utility and the interesting mechanistic features of these transformations.

Entities:  

Year:  2007        PMID: 17348723     DOI: 10.1021/ic0620337

Source DB:  PubMed          Journal:  Inorg Chem        ISSN: 0020-1669            Impact factor:   5.165


  39 in total

1.  Aryliodine (III) Diacetates as Substrates for Pd-Ag Catalyzed Arylation of Alkenes.

Authors:  Nikolai M Evdokimov; Alexander Kornienko; Igor V Magedov
Journal:  Tetrahedron Lett       Date:  2011-08-17       Impact factor: 2.415

2.  Direct arylation of 6-phenylpurine and 6-arylpurine nucleosides by ruthenium-catalyzed C-H bond activation.

Authors:  Mahesh K Lakshman; Ashoke C Deb; Raghu Ram Chamala; Padmanava Pradhan; Ramendra Pratap
Journal:  Angew Chem Int Ed Engl       Date:  2011-09-28       Impact factor: 15.336

3.  On the mechanism of palladium-catalyzed aromatic C-H oxidation.

Authors:  David C Powers; Daphne Y Xiao; Matthias A L Geibel; Tobias Ritter
Journal:  J Am Chem Soc       Date:  2010-10-20       Impact factor: 15.419

Review 4.  Chemistry of polyvalent iodine.

Authors:  Viktor V Zhdankin; Peter J Stang
Journal:  Chem Rev       Date:  2008-12       Impact factor: 60.622

5.  Palladium-Catalyzed C-H Arylation Using Aryltrifluoroborates in Conjunction with a MnIII Oxidant under Mild Conditions.

Authors:  Cydney K Seigerman; Tiffiny M Micyus; Sharon R Neufeldt; Melanie S Sanford
Journal:  Tetrahedron       Date:  2013-07-08       Impact factor: 2.457

6.  C-H bond activation at palladium(IV) centers.

Authors:  Joy M Racowski; Nicholas D Ball; Melanie S Sanford
Journal:  J Am Chem Soc       Date:  2011-10-21       Impact factor: 15.419

7.  Synthesis of Indole-2-carboxylate Derivatives via Palladium-Catalyzed Aerobic Amination of Aryl C-H Bonds.

Authors:  Kyle Clagg; Haiyun Hou; Adam B Weinstein; David Russell; Shannon S Stahl; Stefan G Koenig
Journal:  Org Lett       Date:  2016-07-12       Impact factor: 6.005

8.  Terminal olefins to linear α,β-unsaturated ketones: Pd(II)/hypervalent iodine co-catalyzed Wacker oxidation-dehydrogenation.

Authors:  Marinus A Bigi; M Christina White
Journal:  J Am Chem Soc       Date:  2013-05-17       Impact factor: 15.419

9.  The effects of hydrogen bonds on metal-mediated O2 activation and related processes.

Authors:  Ryan L Shook; A S Borovik
Journal:  Chem Commun (Camb)       Date:  2008-10-01       Impact factor: 6.222

10.  A Mild and General One-Pot Synthesis of Densely Functionalized Diaryliodonium Salts.

Authors:  Linlin Qin; Bao Hu; Kiel D Neumann; Ethan J Linstad; Katelyenn McCauley; Jordan Veness; Jayson J Kempinger; Stephen G DiMagno
Journal:  European J Org Chem       Date:  2015-08-14
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