Ligand-free Ullmann-type arylation of oxazolidinones by diaryliodonium salts

Bibliographic Details
Parent link:Organic and Biomolecular Chemistry
Vol. 21, iss, 9.— 2023.— [P. 1952-1957]
Other Authors: Podrezova E. V. Ekaterina Vladimirovna, Okhina A. A. Alina Aleksandrovna, Rogachev A. D. Artem Dmitrievich, Baykov S. V. Sergey Valentinovich, Kirschning A. Andreas, Yusubov M. S. Mekhman Suleiman-Ogly (Suleimanovich), Soldatova N. S. Nataliya Sergeevna, Postnikov P. S. Pavel Sergeevich
Summary:Title screen
The arylation of azaheterocycles can be considered as one of the most important processes for the preparation of various biologically active compounds. In the present work, we describe a method for the copper-catalyzed N-arylation of hindered oxazolidinones using diaryliodonium salts. The method succeeds in good to excellent yields for the arylation of 4-alkyloxazolidinones, including sterically hindered isopropyl- and tert-butyl-substituted. The efficiency of the method was demonstrated for a wide range of diaryliodonium salts – symmetric and unsymmetric as well as ortho-substituted derivatives. The developed approach will provide an important contribution in the development and preparation of novel drugs and bioactive molecules containing oxazolidinone moieties.
Режим доступа: по договору с организацией-держателем ресурса
Language:English
Published: 2023
Subjects:
Online Access:https://doi.org/10.1039/D2OB02122F
Format: Electronic Book Chapter
KOHA link:https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=669357

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200 1 |a Ligand-free Ullmann-type arylation of oxazolidinones by diaryliodonium salts  |f E. V. Podrezova, A. A. Okhina, A. D. Rogachev [et al.] 
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330 |a The arylation of azaheterocycles can be considered as one of the most important processes for the preparation of various biologically active compounds. In the present work, we describe a method for the copper-catalyzed N-arylation of hindered oxazolidinones using diaryliodonium salts. The method succeeds in good to excellent yields for the arylation of 4-alkyloxazolidinones, including sterically hindered isopropyl- and tert-butyl-substituted. The efficiency of the method was demonstrated for a wide range of diaryliodonium salts – symmetric and unsymmetric as well as ortho-substituted derivatives. The developed approach will provide an important contribution in the development and preparation of novel drugs and bioactive molecules containing oxazolidinone moieties. 
333 |a Режим доступа: по договору с организацией-держателем ресурса 
461 |t Organic and Biomolecular Chemistry 
463 |t Vol. 21, iss, 9  |v [P. 1952-1957]  |d 2023 
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701 1 |a Podrezova  |b E. V.  |c Chemist  |c Engineer of Tomsk Polytechnic University  |f 1992-  |g Ekaterina Vladimirovna  |y Tomsk  |3 (RuTPU)RU\TPU\pers\40301  |9 21290 
701 1 |a Okhina  |b A. A.  |g Alina Aleksandrovna 
701 1 |a Rogachev  |b A. D.  |g Artem Dmitrievich 
701 1 |a Baykov  |b S. V.  |c chemist  |c Researcher at Tomsk Polytechnic University, Candidate of Chemical Sciences  |f 1987-  |g Sergey Valentinovich  |3 (RuTPU)RU\TPU\pers\47276  |9 22856 
701 1 |a Kirschning  |b A.  |g Andreas 
701 1 |a Yusubov  |b M. S.  |c chemist  |c Professor of Tomsk Polytechnic University, Doctor of chemical sciences  |f 1961-  |g Mekhman Suleiman-Ogly (Suleimanovich)  |3 (RuTPU)RU\TPU\pers\31833  |9 15928 
701 1 |a Soldatova  |b N. S.  |c organic chemist  |c engineer of Tomsk Polytechnic University  |f 1992-  |g Nataliya Sergeevna  |3 (RuTPU)RU\TPU\pers\36289  |9 19363 
701 1 |a Postnikov  |b P. S.  |c organic chemist  |c Associate Professor of Tomsk Polytechnic University, Candidate of chemical sciences  |f 1984-  |g Pavel Sergeevich  |3 (RuTPU)RU\TPU\pers\31287  |9 15465 
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