Paal-Knorr synthesis【有化】 - PMC

Esteban Araya-Hermosilla, Paola Parlanti, Mauro Gemmi, Virgilio Mattoli, Sebastiano Di Pietro, Dalila Iacopini, Carlotta Granchi, Barbara Turchi, Filippo Fratini, Valeria Di Bussolo, Filippo Minutolo, Francesco Picchioni, Andrea Pucci

RSC Adv. 2022 Dec 6; 12(54): 35358–35366. Published online 2022 Dec 9. doi: 10.1039/d2ra06396d

PMCID:: PMC9732932

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Polystyrenesulfonate-catalyzed synthesis of novel pyrroles through Paal-Knorr reaction

Mandira Banik, Bianca Ramirez, Ashwini Reddy, Debasish Bandyopadhyay, Bimal K Banik

Org Med Chem Lett. 2012; 2: 11. Published online 2012 Mar 27. doi: 10.1186/2191-2858-2-11

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Electrically-Conductive Polyketone Nanocomposites Based on Reduced Graphene Oxide

Esteban Alejandro Araya-Hermosilla, Marco Carlotti, Francesco Picchioni, Virgilio Mattoli, Andrea Pucci

Polymers (Basel) 2020 Apr; 12(4): 923. Published online 2020 Apr 16. doi: 10.3390/polym12040923

PMCID:: PMC7240681

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Irreversible Protein Labeling by Paal–Knorr Conjugation

Ramesh Dasari, Dr. James J. La Clair, Prof. Alexander Kornienko

Chembiochem. Author manuscript; available in PMC 2018 Sep 19.

Published in final edited form as: Chembiochem. 2017 Sep 19; 18(18): 1792–1796. Published online 2017 Aug 10. doi: 10.1002/cbic.201700210

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A Paal–Knorr agent for chemoproteomic profiling of targets of isoketals in cells

Min-Ran Wang, Jing-Yang He, Ji-Xiang He, Ke-Ke Liu, Jing Yang

Chem Sci. 2021 Nov 10; 12(43): 14557–14563. Published online 2021 Oct 15. doi: 10.1039/d1sc02230j

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Artificial sugar saccharin and its derivatives: role as a catalyst

Kamalpreet Kaur, Suman Srivastava

RSC Adv. 2020 Oct 1; 10(60): 36571–36608. Published online 2020 Oct 6. doi: 10.1039/d0ra05974a

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4,5,6,7-Tetrahydroindol-4-Ones as a Valuable Starting Point for the Synthesis of Polyheterocyclic Structures

Tomas Horsten, Wim Dehaen

Molecules. 2021 Aug; 26(15): 4596. Published online 2021 Jul 29. doi: 10.3390/molecules26154596

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Recent approaches in the organocatalytic synthesis of pyrroles

Biplob Borah, Kartikey Dhar Dwivedi, L. Raju Chowhan

RSC Adv. 2021 Apr 7; 11(22): 13585–13601. Published online 2021 Apr 13. doi: 10.1039/d1ra01690c

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Advances in Atroposelectively De Novo Synthesis of Axially Chiral Heterobiaryl Scaffolds

Xiaoke Zhang, Ya-Zhou Liu, Huawu Shao, Xiaofeng Ma

Molecules. 2022 Dec; 27(23): 8517. Published online 2022 Dec 3. doi: 10.3390/molecules27238517

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pH-Responsive Polyketone/5,10,15,20-Tetrakis-(Sulfonatophenyl)Porphyrin Supramolecular Submicron Colloidal Structures

Esteban Araya-Hermosilla, Ignacio Moreno-Villoslada, Rodrigo Araya-Hermosilla, Mario E. Flores, Patrizio Raffa, Tarita Biver, Andrea Pucci, Francesco Picchioni, Virgilio Mattoli

Polymers (Basel) 2020 Sep; 12(9): 2017. Published online 2020 Sep 3. doi: 10.3390/polym12092017

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Development of Heterocycle-Substituted and Fused Azulenes in the Last Decade (2010–2020)

Taku Shoji, Tetsuo Okujima, Shunji Ito

Int J Mol Sci. 2020 Oct; 21(19): 7087. Published online 2020 Sep 25. doi: 10.3390/ijms21197087

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Asymmetric Synthesis of Axially Chiral Molecules via Organocatalytic Cycloaddition and Cyclization Reactions

Wei-Yun Cai, Qian-Ni Ding, Ling Zhou, Jie Chen

Molecules. 2023 Jun; 28(11): 4306. Published online 2023 May 24. doi: 10.3390/molecules28114306

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Transformation of 3-(Furan-2-yl)-1,3-di(het)arylpropan-1-ones to Prop-2-en-1-ones via Oxidative Furan Dearomatization/2-Ene-1,4,7-triones Cyclization

Roman O. Shcherbakov, Diana A. Eshmemet’eva, Anton A. Merkushev, Igor V. Trushkov, Maxim G. Uchuskin

Molecules. 2021 May; 26(9): 2637. Published online 2021 Apr 30. doi: 10.3390/molecules26092637

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Enantioselective Total Synthesis and Confirmation of the Absolute and Relative Stereochemistry of Streptorubin B

Dennis X. Hu, Michael D. Clift, Kiel E. Lazarski, Regan J. Thomson

J Am Chem Soc. Author manuscript; available in PMC 2012 Apr 6.

Published in final edited form as: J Am Chem Soc. 2011 Feb 16; 133(6): 1799–1804. Published online 2010 Dec 17. doi: 10.1021/ja109165f

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The anticancer natural product ophiobolin A induces cytotoxicity by covalent modification of phosphatidylethanolamine

Christopher Chidley, Sunia A Trauger, Kıvanç Birsoy, Erin K O'Shea

eLife. 2016; 5: e14601. Published online 2016 Jul 12. doi: 10.7554/eLife.14601

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Medicinal chemical optimization of fluorescent pyrrole-based COX-2 probes

Sachin B. Wagh, Vladimir Maslivetc, James J. La Clair, Alexander Kornienko

Tetrahedron. Author manuscript; available in PMC 2023 Sep 24.

Published in final edited form as: Tetrahedron. 2022 Sep 24; 123: 132990. Published online 2022 Aug 28. doi: 10.1016/j.tet.2022.132990

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A decennary update on applications of metal nanoparticles (MNPs) in the synthesis of nitrogen- and oxygen-containing heterocyclic scaffolds

Tejas M. Dhameliya, Hiren A. Donga, Punit V. Vaghela, Bhoomi G. Panchal, Dipen K. Sureja, Kunjan B. Bodiwala, Mahesh T. Chhabria

RSC Adv. 2020 Sep 1; 10(54): 32740–32820. Published online 2020 Sep 3. doi: 10.1039/d0ra02272a

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One-Pot Tandem Approach to Functionalized 3-Hydroxy-2-furanyl-acrylamides

Nagaraju Mupparapu, Shahnawaz Khan, Pankaj Bandhoria, Shunmuganarayanan Athimoolam, Qazi Naveed Ahmed

ACS Omega. 2018 May 31; 3(5): 5445–5452. Published online 2018 May 21. doi: 10.1021/acsomega.8b00715

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PMC Images search for Paal-Knorr synthesis【有化】

Scheme 2

Trost–Doherty’s application of the Paal–Knorr reaction in the synthesis of roseophilin. The diketone and amine groups are coloured in red and blue, respectively.

Covalent modification of biological targets with natural products through Paal–Knorr pyrrole formation

Nat Prod Rep. ;34(9):1051-1060.
Figure 10

Paal-Knorr pyrrole synthesis assisted by partially methyled β-cyclodextrins: (A) Paal-Knorr condensation of 1,4-diketones and amines; (B) Paal-Knorr condensation of 1,4-diketones and diamines.

Supramolecular Organocatalysis in Water Mediated by Macrocyclic Compounds

Front Chem. 2018;6:84.
Fig. 1Paal–Knorr synthesis of 1,2-diarylpyrroles 3 from diketone 1 and aniline 2 can proceed through two possible mechanistic pathways. Current experimental and theoretical results favor the hemiaminal (a to eviad) over the enamine (a to cviab) cyclization.

A fluorescent target-guided Paal–Knorr reaction

RSC Adv. 2020 Oct 7;10(61):37035-37039.
Scheme 3

Commercial synthesis of atorvastatin (Lipitor). The Paal–Knorr reaction plays a central role in the condensation of diketone 8 with amine 9 to afford pyrrole 10. Atorvastatin is then delivered through acetal deprotection.

Covalent modification of biological targets with natural products through Paal–Knorr pyrrole formation

Nat Prod Rep. ;34(9):1051-1060.