One-pot activation–alkynylation–cyclization synthesis of 1,5-diacyl-5-hydroxypyrazolines in a consecutive three-component fashion

Christina Görgen, Katharina Boden, Guido J. Reiss, Walter Frank and Thomas J. J. Müller

Beilstein J. Org. Chem. 2019, 15, 1360–1370. doi:10.3762/bjoc.15.136

Supporting Information

For experimental details of the optimization studies on intermediate 3a, on the cyclization step of 3a and 4b (compound 5b), on the consecutive three-component synthesis of compound 5b, experimental details of general procedure of the consecutive three-component synthesis and analytical data of 1,5-diacyl-5-hydroxypyrazolines 5, experimental details on the attempted dehydrative aromatization of compound 5b, and NMR spectra of the compounds 5, and for summaries on the crystal structure analyses of 5a, 5r, and 6a see Supporting Information File 1.

Supporting Information File 1: Experimental details, copies of NMR spectra and crystallographic data.
Format: PDF Size: 4.9 MB Download

Presentation Graphic

Picture with graphical abstract, title and authors for social media postings and presentations.

Format: PNG Size: 141.9 KB Download
Back To Article

Article is part of the issue

Thomas J. J. Müller

Latest Articles

Beilstein J. Org. Chem. 2020, 16, 1983–1990, doi:10.3762/bjoc.16.165

Beilstein J. Org. Chem. 2020, 16, 1974–1982, doi:10.3762/bjoc.16.164

Controlling the stereochemistry in 2-oxo-aldehyde-derived Ugi adducts through the cinchona alkaloid-promoted electrophilic fluorination

  1. Yuqing Wang,
  2. Gaigai Wang,
  3. Anatoly A. Peshkov,
  4. Ruwei Yao,
  5. Muhammad Hasan,
  6. Manzoor Zaman,
  7. Chao Liu,
  8. Stepan Kashtanov,
  9. Olga P. Pereshivko and
  10. Vsevolod A. Peshkov
  • Full Research Paper
  • Published 11 Aug 2020

Beilstein J. Org. Chem. 2020, 16, 1963–1973, doi:10.3762/bjoc.16.163

Synthesis of monophosphorylated lipid A precursors using 2-naphthylmethyl ether as a protecting group

  1. Jundi Xue,
  2. Ziyi Han,
  3. Gen Li,
  4. Khalisha A. Emmanuel,
  5. Cynthia L. McManus,
  6. Qiang Sui,
  7. Dongmian Ge,
  8. Qi Gao and
  9. Li Cai
  • Letter
  • Published 10 Aug 2020

Beilstein J. Org. Chem. 2020, 16, 1955–1962, doi:10.3762/bjoc.16.162

Synthesis of 3(2)-phosphonylated thiazolo[3,2-a]oxopyrimidines

  1. Ksenia I. Kaskevich,
  2. Anastasia A. Babushkina,
  3. Vladislav V. Gurzhiy,
  4. Dmitrij M. Egorov,
  5. Nataly I. Svintsitskaya and
  6. Albina V. Dogadina
  • Letter
  • Published 10 Aug 2020

Beilstein J. Org. Chem. 2020, 16, 1947–1954, doi:10.3762/bjoc.16.161

Selective preparation of tetrasubstituted fluoroalkenes by fluorine-directed oxetane ring-opening reactions

  1. Clément Q. Fontenelle,
  2. Thibault Thierry,
  3. Romain Laporte,
  4. Emmanuel Pfund and
  5. Thierry Lequeux
  • Full Research Paper
  • Published 07 Aug 2020

Beilstein J. Org. Chem. 2020, 16, 1936–1946, doi:10.3762/bjoc.16.160

  • Full Research Paper
  • Published 06 Aug 2020

Beilstein J. Org. Chem. 2020, 16, 1924–1935, doi:10.3762/bjoc.16.159

Regiodivergent synthesis of functionalized pyrimidines and imidazoles through phenacyl azides in deep eutectic solvents

  1. Paola Vitale,
  2. Luciana Cicco,
  3. Ilaria Cellamare,
  4. Filippo M. Perna,
  5. Antonio Salomone and
  6. Vito Capriati
  • Full Research Paper
  • Published 05 Aug 2020

Beilstein J. Org. Chem. 2020, 16, 1915–1923, doi:10.3762/bjoc.16.158

Design, synthesis and application of carbazole macrocycles in anion sensors

  1. Alo Rüütel,
  2. Ville Yrjänä,
  3. Sandip A. Kadam,
  4. Indrek Saar,
  5. Mihkel Ilisson,
  6. Astrid Darnell,
  7. Kristjan Haav,
  8. Tõiv Haljasorg,
  9. Lauri Toom,
  10. Johan Bobacka and
  11. Ivo Leito
  • Full Research Paper
  • Published 04 Aug 2020

Beilstein J. Org. Chem. 2020, 16, 1901–1914, doi:10.3762/bjoc.16.157

Natural dolomitic limestone-catalyzed synthesis of benzimidazoles, dihydropyrimidinones, and highly substituted pyridines under ultrasound irradiation

  1. Kumar Godugu,
  2. Venkata Divya Sri Yadala,
  3. Mohammad Khaja Mohinuddin Pinjari,
  4. Trivikram Reddy Gundala,
  5. Lakshmi Reddy Sanapareddy and
  6. Chinna Gangi Reddy Nallagondu
  • Full Research Paper
  • Published 03 Aug 2020

Beilstein J. Org. Chem. 2020, 16, 1881–1900, doi:10.3762/bjoc.16.156

Latest Thematic Issues

Copper-catalyzed reactions for organic synthesis


Gwilherm Evano and Olivier Riant

2019 Show Issue

Molecular switches


Wiktor Szymanski and Stefan Hecht

2019 Show Issue

Terpenes


Jeroen S. Dickschat

2019 Show Issue

Reactive intermediates – carbocations


Dean J. Tantillo and Stephanie R. Hare

2018 Show Issue

Keep Informed

RSS Feed

Subscribe to our Latest Articles RSS Feed.

Subscribe

Follow the Beilstein-Institut

LinkedIn

Twitter: @BeilsteinInst