Literature DB >> 20041702

O-acetyl oximes as transformable directing groups for Pd-catalyzed C-H bond functionalization.

Sharon R Neufeldt1, Melanie S Sanford.   

Abstract

O-Acetyl oximes serve as effective directing groups for Pd-catalyzed sp(2) and sp(3) C-H functionalization reactions. The C-H functionalization products can be subsequently transformed into ortho- or beta-functionalized ketones, alcohols, amines, and heterocycles.

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Year:  2010        PMID： 20041702      PMCID： PMC2830615          DOI： 10.1021/ol902720d

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  25 in total

1.  Anilide ortho-arylation by using C-H activation methodology.

Authors:  Olafs Daugulis; Vladimir G Zaitsev
Journal:  Angew Chem Int Ed Engl       Date:  2005-06-27       Impact factor: 15.336

2.  Novel acetoxylation and C-C coupling reactions at unactivated positions in alpha-amino acid derivatives.

Authors:  B V Subba Reddy; Leleti Rajender Reddy; E J Corey
Journal:  Org Lett       Date:  2006-07-20       Impact factor: 6.005

Review 3.  Aryl-aryl bond formation by transition-metal-catalyzed direct arylation.

Authors:  Dino Alberico; Mark E Scott; Mark Lautens
Journal:  Chem Rev       Date:  2007-01       Impact factor: 60.622

4.  Direct ortho-acetoxylation of anilides via palladium-catalyzed sp(2) C-H bond oxidative activation.

Authors:  Guan-Wu Wang; Ting-Ting Yuan; Xue-Liang Wu
Journal:  J Org Chem       Date:  2008-05-17       Impact factor: 4.354

5.  A convergent synthesis of the tricyclic architecture of the guanacastepenes featuring a selective ring fragmentation.

Authors:  William D Shipe; Erik J Sorensen
Journal:  Org Lett       Date:  2002-06-13       Impact factor: 6.005

6.  Catalytic aerobic oxidation of substituted 8-methylquinolines in Pd(II)-2,6-pyridinedicarboxylic acid systems.

Authors:  Jing Zhang; Eugene Khaskin; Nicholas P Anderson; Peter Y Zavalij; Andrei N Vedernikov
Journal:  Chem Commun (Camb)       Date:  2008-06-16       Impact factor: 6.222

7.  Carbon-hydrogen bond functionalization approach for the synthesis of fluorenones and ortho-arylated benzonitriles.

Authors:  Dmitry Shabashov; Jesús R Molina Maldonado; Olafs Daugulis
Journal:  J Org Chem       Date:  2008-09-03       Impact factor: 4.354

8.  Two methods for direct ortho-arylation of benzoic acids.

Authors:  Hendrich A Chiong; Quynh-Nhu Pham; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2007-07-25       Impact factor: 15.419

9.  Alpha-substituted N-(4-tert-butylbenzyl)-N'-[4-(methylsulfonylamino)benzyl]thiourea analogues as potent and stereospecific TRPV1 antagonists.

Authors:  Jae-Uk Chung; Su Yeon Kim; Ju-Ok Lim; Hyun-Kyung Choi; Sang-Uk Kang; Hae-Seok Yoon; Hyungchul Ryu; Dong Wook Kang; Jeewoo Lee; Bomi Kang; Sun Choi; Attila Toth; Larry V Pearce; Vladimir A Pavlyukovets; Daniel J Lundberg; Peter M Blumberg
Journal:  Bioorg Med Chem       Date:  2007-06-26       Impact factor: 3.641

Review 10.  Palladium(II)-catalyzed C-H activation/C-C cross-coupling reactions: versatility and practicality.

Authors:  Xiao Chen; Keary M Engle; Dong-Hui Wang; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336
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  28 in total

1.  An enantiospecific synthesis of jiadifenolide.

Authors:  David A Siler; Jeffrey D Mighion; Erik J Sorensen
Journal:  Angew Chem Int Ed Engl       Date:  2014-04-23       Impact factor: 15.336

Review 2.  Hypervalent Iodine Reagents in High Valent Transition Metal Chemistry.

Authors:  Felipe Cesar Sousa E Silva; Anthony F Tierno; Sarah E Wengryniuk
Journal:  Molecules       Date:  2017-05-12       Impact factor: 4.411

Review 3.  Navigating the Chiral Pool in the Total Synthesis of Complex Terpene Natural Products.

Authors:  Zachary G Brill; Matthew L Condakes; Chi P Ting; Thomas J Maimone
Journal:  Chem Rev       Date:  2017-03-15       Impact factor: 60.622

4.  Pyridine synthesis from oximes and alkynes via rhodium(III) catalysis: Cp* and Cp(t) provide complementary selectivity.

Authors:  Todd K Hyster; Tomislav Rovis
Journal:  Chem Commun (Camb)       Date:  2011-10-10       Impact factor: 6.222

5.  Asymmetric Total Synthesis of the Indole Diterpene Alkaloid Paspaline.

Authors:  Robert J Sharpe; Jeffrey S Johnson
Journal:  J Org Chem       Date:  2015-10-02       Impact factor: 4.354

6.  Rhodium(iii)-catalyzed synthesis of phthalides by cascade addition and cyclization of benzimidates with aldehydes.

Authors:  Yajing Lian; Robert G Bergman; Jonathan A Ellman
Journal:  Chem Sci       Date:  2012-08-02       Impact factor: 9.825

7.  A global and local desymmetrization approach to the synthesis of steroidal alkaloids: stereocontrolled total synthesis of paspaline.

Authors:  Robert J Sharpe; Jeffrey S Johnson
Journal:  J Am Chem Soc       Date:  2015-04-09       Impact factor: 15.419

8.  Scalable C-H Oxidation with Copper: Synthesis of Polyoxypregnanes.

Authors:  Yi Yang See; Aaron T Herrmann; Yoshinori Aihara; Phil S Baran
Journal:  J Am Chem Soc       Date:  2015-10-21       Impact factor: 15.419

9.  Pd-catalyzed modifiable silanol-directed aromatic C-H oxygenation.

Authors:  Chunhui Huang; Nugzar Ghavtadze; Benhur Godoi; Vladimir Gevorgyan
Journal:  Chemistry       Date:  2012-07-02       Impact factor: 5.236

10.  Asymmetric chiral ligand-directed alkene dioxygenation.

Authors:  Sharon R Neufeldt; Melanie S Sanford
Journal:  Org Lett       Date:  2012-12-18       Impact factor: 6.005
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