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44. Aerobic Oxidative Coupling of 2‑Aminonaphthalenes byHomogenous Nonheme Iron Catalysts

Vlada Vershinin, Li-noy Feruz, Hagit Forkosh, Lina Kertzman, Anna Libman, Jordi Burés* and Doron Pappo*

ACS Catal. 2024, 14, 8261−8269.

https://doi.org/10.1021/acscatal.4c01839

TOC_final.tif

43.  Dynamic Thermodynamic Resolution of Racemic 1,1′-Binaphthyl-2,2′-diol (BINOL)

Omer Shaashua, Dennis Pollok, Alina Dyadyuk, Alexander I. Shames, Siegfried R. Waldvogel*, and Doron Pappo*

Org. Lett. 2024, 26, 10, 2129–2134.

https://doi.org/10.1021/acs.orglett.4c00520

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42.  Multicopper Clusters Enable Oxidative Phenol Macrocyclization (OxPM) of Peptides

Anna Libman, Mor Ben-Lulu, Eden Gaster, Ratnadeep Bera, ALexander I. Shames, Omer Shaashua, Vlada Vershinin, Yuri Torubaev and Doron Pappo

J. Am. Chem. Soc. 2023, 145 (38), 21002-21011.

https://pubs.acs.org/doi/full/10.1021/jacs.3c06978

Published first in ChemRxiv, preprint 2023

41.  A Chiral Iron Disulfonate Catalyst for the Enantioselective Synthesis of 2-Amino-2′-hydroxy-1,1′-binaphthyls (NOBINs)

Alina Dyadyuk, Vlada Vershinin, Hadas Shalit, Hen Shalev, Nagnath Yadav More, and Doron Pappo
J. Am. Chem. Soc. 2022, 144 (8), 3676-3684.

https://pubs.acs.org/doi/abs/10.1021/jacs.1c13020

TOC.tiff

40.  Iron-Catalyzed Oxidative Cross-Coupling of Phenols and Tyrosine Derivatives with 3-Alkyloxindoles

Tomer Mintz, Nagnath Yadav More, Eden Gaster and Doron Pappo
 J. Org. Chem. 
2021, 86, 24, 18164–18178.

https://pubs.acs.org/doi/abs/10.1021/acs.joc.1c02435

TOC - oxindole-phenol JOC 2021.tiff

39.  Mechanistic Insights into the FeCl3-Catalyzed Oxidative Cross-Coupling of Phenols with 2-Aminonaphthalenes

Vlada Vershinin, Hagit Forkosh, Mor Ben-Lulu, Anna Libman and Doron Pappo
 J. Org. Chem. 
2020, 86,1, 79-90.

https://pubs.acs.org/doi/abs/10.1021/acs.joc.0c00874

TOC Vlada JOC 2020.png

38.  Flat corannulene: when a transition state becomes a stable molecule

Ephrath Solel, Doron Pappo, Ofer Reany, Tom Mejuch, Renana Gershoni-Poranne, Mark Botoshansky, Amnon Stanger and Ehud Keinan Chem. Sci. 2020, 11, 13015-13025.

DOI: 10.1039/d0sc04566g

TOC figure- flat corannulene.tiff

37.  Dual‐Acting Small‐Molecule Inhibitors Targeting Mycobacterial DNA Replication

Meenakshi Singh, Stefan Ilic, Benjamin Tam, Yesmin Ben-Ishay, Dror Sherf, Doron Pappo and Barak Akabayov
 Chem. Eur. J. 
2020, 26, 10849-10860

https://doi.org/10.1002/chem.202001725

36.  M[TPP]Cl (M = Fe or Mn)-Catalyzed Oxidative Amination of Phenols by Primary and Secondary Anilines

Vlada Vershinin and Doron Pappo Org. Lett. 2020, 22, 5, 1941-1946

https://doi.org/10.1021/acs.orglett.0c00296

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35.  Synthesis of Biaryl‐Bridged Cyclic Peptides via Catalytic Oxidative Cross‐Coupling Reactions

Mor Ben-Lulu, Eden Gaster, Anna Libman, and Doron Pappo Angew. Chem. Int. Ed.  2020, 59 (12), 4835-4839

DOI: 10.1002/anie.201913305

[Highlighted in SYNFACTS 2020, 16(03), 0351]

34.  Cobalt(II)[salen] Catalyzed Selective Aerobic Oxidative Cross‑Coupling between Electron-Rich Phenols and 2-Naphthols

Hagai Reiss, Hadas Shalit, Vlada Vershinin, Nagnath Yadav More, Hagit Forckosha, and Doron Pappo J. Org. Chem. 2019, 84, 12, 7950-7960.

DOI: 10.1021/acs.joc.9b00822

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33.  Selective Oxidative Phenol Coupling by Iron Catalysis

Hadas Shalit,† Alina Dyadyuk,† Doron Pappo J. Org. Chem.  2019, 1677-1686.

DOI: 10.1021/acs.joc.8b03084

 †These authors contributed equally to this work.

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32.  Stereoselective Synthesis of Optically Pure 2-Amino-2'-Hydroxy-1,1'-Binaphthyls [NOBINs]

Hagit Forkosh,† Vlada Vershinin,† Hagai Reiss, Doron Pappo Org. Lett. 2018, 20, 8, 2459-2463

DOI: 10.1021/acs.orglett.8b00800

 †These authors contributed equally to this work.

NOBINs Org Lett 2018-1.gif
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31. Organic Synthesis: From Glorious Past to Brilliant Future 

Ehud Keinan, Doron Pappo Israel. J. Chem. 2018, 58, 7 – 10.

DOI: 10.1002/ijch.201800012

29. meso-Tetraphenylporphyrin Iron Chloride Catalyzed Selective Oxidative Cross-Coupling of Phenols

Hadas Shalit,† Anna Libman,† Doron Pappo J. Am. Chem. Soc. 2017, 139 (38), 13404–13413.

DOI: 10.1021/jacs.7b05898

†These authors contributed equally to this work.

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30. Cu(OTf)2 Catalyzed Pummerer Coupling of beta-Ketosulfoxide

Regev Parnes, Hagai Reiss and Doron Pappo J. Org. Chem. 2018, 83 (2), 723–732.  

DOI: 10.1021/acs.joc.7b02708

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28. Iron Phosphate Catalyzed Asymmetric Cross-Dehydrogenative Coupling of 2-Napthols with beta-Ketoesters

Sachin Narute, Doron Pappo  Org. Lett. 2017, 19 (11), 2917–2920.

10.1021/acs.orglett.7b01152​

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27. Selective Aerobic Oxidation of Methylarenes to Benzaldehydes Catalyzed by NHPI and Co(OAc)2 in HFIP 

Eden Gaster, Sebastian Kozuch, Doron Pappo  Angew. Chem. Int. Ed. 2017,  56, 5912-5915.

DOI: 10.1002/anie.201702511

Selected as a Very Important Paper (VIP)

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26. Iron-Catalyzed Selective Oxidative Arylation of Phenols and Biphenols

Vlada Vershinin, Alina Dyadyuk, Doron Pappo Tetrahedron 2017, 73(26), 3660-3668.

DOI: 10.1016/j.tet.2017.03.094

[Tetrahedron Young Investigator Prize Special Issue in honor of Professor Ang Li]

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25. Enantioselective Oxidative Homo- and Cross-Coupling of 2-Naphthols Catalyzed by Chiral Iron Phosphate Complexes

Sachin Narute, Regev Parnes, F. Dean Toste, Doron Pappo J. Am. Chem. Soc. 2016, 138 (50), 16553–16560. 

DOI: 10.1021/jacs.6b11198 

[Highlighted in SYNFACTS 2017, 273]

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24. Direct Synthesis of Polyaryls by Consecutive Oxidative Cross-Coupling of Phenols with Arenes​

Alina Dyadyuk, Kavitha Sudheendran, Yulia Vainer, Vlada Vershinin, Alexander I. Shames and Doron Pappo Org. Lett. 2016, 4324-4327. 

DOI: 10.1021/acs.orglett.6b02064​

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23. A Synthetic and Predictive Approach to Unsymmetrical Biphenols by Iron-Catalyzed Chelated Radical-Anion Oxidative Coupling

Anna Libman, Hadas Shalit,† Yulia Vainer, Sachin Narute, Sebastian Kozuch and Doron Pappo J. Am. Chem. Soc. 2015, 11,453-11,460.

DOI: 10.1021/jacs.5b06494

 †These authors contributed equally to this work.

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22. Reductive Alkylation of Arenes by a Thiol-Based Multicomponent Reaction

Regev Parnes and Doron Pappo Org. Lett. 2015, 2924-2927.

DOI: 10.1021/acs.orglett.5b01142

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21. Iron Catalyzed Oxidative C-C and C-O Coupling of Halophenols to α-substituted β-ketoesters

Almog Regev, Hadas Shalit and Doron Pappo SYNTHESIS 2015, 47(12), 1716-1725.

DOI: 10.1055/s-0034-1380360 

[Special issue: Iron in Organic Synthesis]  

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20. Significant Enhancement in Efficiency and Selectivity of Iron-Catalyzed Oxidative Cross-Coupling of Phenols by Fluoroalcohols

Eden Gaster,† Yulia Vainer,† Almog Regev, Sachin Narute, Kavitha Sudheendran, Aviya Werbeloff, Hadas Shalit and Doron Pappo Angew. Chem. Int. Ed. 2015, 54 (14), 4198-4202.

DOI: 10.1002/anie.201409694 

†These authors contributed equally to this work.

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19. Thiol-Promoted Selective Addition of Ketones to Aldehydes

 Regev Parnes,† Sachin Narute† and Doron Pappo Org. Lett. 2014,  16 (22), 5922–5925. 

DOI: 10.1021/ol502937n

 †These authors contributed equally to this work.

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18. Multifarenes: New Modular Cavitands

Galit Parvari, Senthilmurugan Annamalai, Helena Chechik, Mark Botoshansky, Doron Pappo and Ehud Keinan Chem. Commun. 2014, 50, 2494-2497.

DOI: 10.1039/C3CC48284G 

[Highlighted in SYNFACTS 2014, 375]

Multifarenes.PNG

17. Copper-Mediated Cross Coupling Reactions

Edited by G. Evano and N. Blanchard, WILEY, 2013.

Doron Pappo, Chapter 17: Natural Products and C-O Bond Forming Reactions: Copper Showed the Way.

DOI: 10.1002/9781118690659.ch17 

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16. Iron-Catalyzed Oxidative Cross-Coupling of Phenols and Alkenes

Umesh A. Kshirsagar, Clil Regev, Regev Parnes and Doron Pappo Org. Lett.2013, 15 (12), 3174-3177.

DOI: 10.1021/ol401532a

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15. Aerobic Iron-Based Cross-Dehydrogenative Coupling Enables Efficient Diversity-Oriented Synthesis of Coumestrol-Based Selective Estrogen Receptor Modulators

Umesh A. Kshirsagar,† Parnes, Regev,† Hagit Goldshtein, Rivka Ofir, Raz Zarivach, Doron Pappo Chem. Eur. J., 2013, 19 (40), 13575-13583. 

DOI: 10.1002/chem.201300389

 †These authors contributed equally to this work.

coumestrol.JPG

14. Ligand Controlled Iron-Catalyzed Coupling of a-Substituted β-Ketoesters with Phenols

 Regev Parnes, Umesh A. Kshirsagar, A. Werbeloff, Clil Regev, Doron Pappo Org. Lett., 2012,  14(13), 3324-3327. 

DOI: 10.1021/ol301297k

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13. Deca-heterosubstituted corannulenes

Alla Pogoreltsev, Ephrath Solel, Doron Pappo, Ehud Keinan Chem. Commun., 2012, 48, 5425-5427.

DOI: 10.1039/C2CC31801F

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12. Corannulene Ethers via Ullmann Condensation

Renana Gershoni-Poranne, Doron Pappo, Ephrath Solel, Ehud Keinan Org. Lett., 2009, 11 (22), 5146-5149. 

DOI: 10.1021/ol902352k

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11. Diverse Functionalization of Corannulene: Easy Access to Pentagonal Superstructures

Doron Pappo, Tom Mejuch, Ofer Reany, Ephrath Solel, Ehud Keinan Org. Lett., 2009, 11 (5), 1063-1066.

DOI: 10.1021/ol8028127

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10. Cyclic Endiamino Peptides; A New Synthesis of Imidazopyrazines

Yael Kogon, Lee Goren, Doron Pappo, Amira Rudi, Yoel Kashman Eur. J. Org. Chem. 2009, 12, 1852-1854.

DOI: 10.1002/ejoc.200900008

9. Acyclic and Cyclic Thioenamine peptides; Solution and Solid phase Synthesis

Lee Goren, Doron Pappo, Israel Goldberg, Yoel Kashman, Tetrahedron Letters, 2009, 50, 1048-1050.

DOI: 10.1016/j.tetlet.2008.12.072  

8. A Chiral Pool Based Synthesis of Platensimycin

K.C. Nicolaou, Doron Pappo, K. Y. Tsang, Romelo Gibe, David Y.-K. Chen Angew. Chem. Int. Ed., 2008, 47(5), 944-946.

DOI: 10.1002/anie.200705080 

[Highlighted in SYNFACTS] 

7. Total Synthesis of Kinamycins C, F and J

K.C. Nicolaou, Hongming Li, Andrean L. Nold, Doron Pappo, Achim Lenzen, J. Am. Chem. Soc., 2007, 129(34), 10356-10357.

DOI: 10.1021/ja074297d

Kinamycin.gif

6. Recent Heterocyclic Compounds from Marine Invertebrates; Structure and Synthesis 

Yoel Kashman, Amira Rudi, Doron Pappo Pure Appl. Chem. 2007, 79(4), 491-505.

DOI:10.1351/pac200779040491

 

5. β-Turn Mimetic:  Synthesis of Cyclic Thioenamino Peptides

Doron Pappo and Yoel Kashman Org. Lett., 2006, 8 (6), 1177-1179.

DOI:10.1021/ol060075t

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4. Synthesis of Cyclic Endiamino Peptides 

Doron Pappo, Maida Vartanian, Stephan Lang, Yoel Kashman J. Am. Chem. Soc., 2005, 127 (21), 7682-7683.

DOI: 10.1021/ja050299r

 

3. Synthesis of 9-Substituted Tetrahydrodiazepinopurines: Studies Toward the Total Synthesis of Asmarines

Doron Pappo, Shiri Shimony, Yoel Kashman J. Org. Chem., 2005, 70, 199-206.

DOI: 10.1021/jo048622g

 

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5. β-Turn Mimetic: Synthesis of Cyclic Thioenamino Peptides

Doron Pappo, Yoel Kashman Org. Lett., 2006, 8(6), 1177-1179.

DOI: 10.1021/ol060075t

 

2. Synthesis of 9-Substituted Tetrahydrodiazepinopurines- Asmarine A Analogues

 Doron Pappo, Yoel Kashman, Tetrahedron, 2003, 59, 6493-6501.

DOI: 10.1016/S0040-4020(03)01058-5

 

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1. A Synthetic Approach Toward the Synthesis of Asmarine Analogues

Doron Pappo, Amira Rudi, Yoel Kashman Tetrahedron Letters, 2001, 42, 5941-5943.

DOI: 10.1016/S0040-4039(01)01111-x

 

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