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Literature DB >> 23760036

Various cyclization scaffolds by a truly Ugi 4-CR.

Mantosh K Sinha¹, Kareem Khoury, Eberhardt Herdtweck, Alexander Dömling.

Abstract

Efficient access to a large chemical space based on new scaffolds with defined 3D conformations and highly variable in the side chains is needed to find novel functional materials. Four heterocyclic scaffolds based on a four component Ugi reaction of α-amino acids, oxo components, isocyanides and primary or secondary amines suitably functionalized are described. A handful of examples are described for each scaffold.

Entities: Chemical Disease

Mesh：

Substances：

Year: 2013 PMID： 23760036 PMCID： PMC3772509 DOI： 10.1039/c3ob40523k

Source DB: PubMed Journal: Org Biomol Chem ISSN： 1477-0520 Impact factor: 3.876

22 in total

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Authors: A Dömling
Journal: Curr Opin Chem Biol Date: 2000-06 Impact factor: 8.822

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Journal: J Med Chem Date: 2004-08-12 Impact factor: 7.446

3. Synthesis of peptidomimetics, δ- and ε-lactam tetrazoles.

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4. ZINC--a free database of commercially available compounds for virtual screening.

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5. Multicomponent reactions in fungicide research: the discovery of mandipropamid.

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6. Efficient and diverse synthesis of indole derivatives.

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Journal: J Org Chem Date: 2009-09-04 Impact factor: 4.354

7. Polycyclic compounds by Ugi-Pictet-Spengler sequence.

Authors: Wei Wang; Sarah Ollio; Eberhardt Herdtweck; Alexander Dömling
Journal: J Org Chem Date: 2010-12-29 Impact factor: 4.354

8. Discovery of (1R,5S)-N-[3-amino-1-(cyclobutylmethyl)-2,3-dioxopropyl]- 3-[2(S)-[[[(1,1-dimethylethyl)amino]carbonyl]amino]-3,3-dimethyl-1-oxobutyl]- 6,6-dimethyl-3-azabicyclo[3.1.0]hexan-2(S)-carboxamide (SCH 503034), a selective, potent, orally bioavailable hepatitis C virus NS3 protease inhibitor: a potential therapeutic agent for the treatment of hepatitis C infection.

Authors: Srikanth Venkatraman; Stéphane L Bogen; Ashok Arasappan; Frank Bennett; Kevin Chen; Edwin Jao; Yi-Tsung Liu; Raymond Lovey; Siska Hendrata; Yuhua Huang; Weidong Pan; Tejal Parekh; Patrick Pinto; Veljko Popov; Russel Pike; Sumei Ruan; Bama Santhanam; Bancha Vibulbhan; Wanli Wu; Weiying Yang; Jianshe Kong; Xiang Liang; Jesse Wong; Rong Liu; Nancy Butkiewicz; Robert Chase; Andrea Hart; Sony Agrawal; Paul Ingravallo; John Pichardo; Rong Kong; Bahige Baroudy; Bruce Malcolm; Zhuyan Guo; Andrew Prongay; Vincent Madison; Lisa Broske; Xiaoming Cui; Kuo-Chi Cheng; Yunsheng Hsieh; Jean-Marc Brisson; Danial Prelusky; Walter Korfmacher; Ronald White; Susan Bogdanowich-Knipp; Anastasia Pavlovsky; Prudence Bradley; Anil K Saksena; Ashit Ganguly; John Piwinski; Viyyoor Girijavallabhan; F George Njoroge
Journal: J Med Chem Date: 2006-10-05 Impact factor: 7.446

9. Efficient assembly of iminodicarboxamides by a "truly" four-component reaction.

Authors: Kareem Khoury; Mantosh K Sinha; Tadamichi Nagashima; Eberhardt Herdtweck; Alexander Dömling
Journal: Angew Chem Int Ed Engl Date: 2012-09-11 Impact factor: 15.336

10. Asymmetric synthesis of synthetic alkaloids by a tandem biocatalysis/Ugi/Pictet-Spengler-type cyclization sequence.

Authors: Anass Znabet; Job Zonneveld; Elwin Janssen; Frans J J De Kanter; Madeleine Helliwell; Nicholas J Turner; Eelco Ruijter; Romano V A Orru
Journal: Chem Commun (Camb) Date: 2010-09-27 Impact factor: 6.222

11 in total

Review 1. Focusing on shared subpockets - new developments in fragment-based drug discovery.

Authors: Eman M M Abdelraheem; Carlos J Camacho; Alexander Dömling
Journal: Expert Opin Drug Discov Date: 2015-08-21 Impact factor: 6.098

2. Synthesis of isoindolin-1-one derivatives via multicomponent reactions of methyl 2-formylbenzoate and intramolecular amidation.

Authors: Jie Lei; Zhi-Gang Xu; Shi-Qiang Li; Jia Xu; Jin Zhu; Zhong-Zhu Chen
Journal: Mol Divers Date: 2016-06-07 Impact factor: 2.943

3. With unprotected amino acids to tetrazolo peptidomimetics.

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Journal: Chem Commun (Camb) Date: 2017-07-27 Impact factor: 6.222

4. MCR synthesis of a tetracyclic tetrazole scaffold.

Authors: Pravin Patil; Kareem Khoury; Eberhardt Herdtweck; Alexander Dömling
Journal: Bioorg Med Chem Date: 2014-12-20 Impact factor: 3.641

5. Efficient isocyanide-less isocyanide-based multicomponent reactions.

Authors: Constantinos G Neochoritis; Silvia Stotani; Bhupendra Mishra; Alexander Dömling
Journal: Org Lett Date: 2015-03-31 Impact factor: 6.005

Review 6. The status of isocyanide-based multi-component reactions in Iran (2010-2018).

Authors: Ronak Afshari; Seyyed Emad Hooshmand; Mohammad Taghi Nazeri; Siamak Javanbakht; Ahmad Shaabani; Reza Mohammadian
Journal: Mol Divers Date: 2020-02-18 Impact factor: 2.943

7. One-pot synthesis of novel 1-(1H-tetrazol-5-yl)-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine derivatives via an Ugi-azide 4CR process.

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Journal: Mol Divers Date: 2017-12-11 Impact factor: 2.943