I2-Mediated transition-metal-free aromatic C-H amination for the synthesis of benzimidazol-2-ones and related heterocyclesElectronic supplementary information (ESI) available: 1H and 13C NMR spectra of products 1. CCDC 1835502. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c8nj03166e
A practical iodine-mediated direct aromatic C-H amination reaction has been established for benzimidazol-2-one synthesis under transition-metal-free conditions. The required 1,3-diarylurea substrates are readily accessible by the addition of N -substituted arylamines to the corresponding isocyanates...
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| Format | Journal Article |
| Published |
06.08.2018
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| Abstract | A practical iodine-mediated direct aromatic C-H amination reaction has been established for benzimidazol-2-one synthesis under transition-metal-free conditions. The required 1,3-diarylurea substrates are readily accessible by the addition of
N
-substituted arylamines to the corresponding isocyanates. This versatile and operationally simple synthetic process is broadly applicable to a wide range of 1,3-diarylureas and provides facile access to benzimidazol-2-ones and related heterocycles. Moreover, the present C-H amination reaction can also be performed directly from disubstituted amines and isocyanates without the purification of the urea intermediates in a scalable fashion.
A practical I
2
-mediated aromatic C-H amination reaction was established for benzimidazol-2-one synthesis under transition-metal-free conditions. The present reaction can be performed directly from disubstituted amines and isocyanates without the purification of the urea intermediates in a scalable fashion. |
|---|---|
| AbstractList | A practical iodine-mediated direct aromatic C-H amination reaction has been established for benzimidazol-2-one synthesis under transition-metal-free conditions. The required 1,3-diarylurea substrates are readily accessible by the addition of
N
-substituted arylamines to the corresponding isocyanates. This versatile and operationally simple synthetic process is broadly applicable to a wide range of 1,3-diarylureas and provides facile access to benzimidazol-2-ones and related heterocycles. Moreover, the present C-H amination reaction can also be performed directly from disubstituted amines and isocyanates without the purification of the urea intermediates in a scalable fashion.
A practical I
2
-mediated aromatic C-H amination reaction was established for benzimidazol-2-one synthesis under transition-metal-free conditions. The present reaction can be performed directly from disubstituted amines and isocyanates without the purification of the urea intermediates in a scalable fashion. |
| Author | Wang, Bingnan Zhao, Qiongli Ren, Linning Yu, Wenquan Meng, Yinggao Chang, Junbiao |
| AuthorAffiliation | Collaborative Innovation Centre of New Drug Research and Safety Evaluation School of Pharmaceutical Sciences College of Chemistry and Molecular Engineering Zhengzhou University |
| AuthorAffiliation_xml | – name: School of Pharmaceutical Sciences – name: Zhengzhou University – name: Collaborative Innovation Centre of New Drug Research and Safety Evaluation – name: College of Chemistry and Molecular Engineering |
| Author_xml | – sequence: 1 givenname: Yinggao surname: Meng fullname: Meng, Yinggao – sequence: 2 givenname: Bingnan surname: Wang fullname: Wang, Bingnan – sequence: 3 givenname: Linning surname: Ren fullname: Ren, Linning – sequence: 4 givenname: Qiongli surname: Zhao fullname: Zhao, Qiongli – sequence: 5 givenname: Wenquan surname: Yu fullname: Yu, Wenquan – sequence: 6 givenname: Junbiao surname: Chang fullname: Chang, Junbiao |
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| Notes | CCDC 1 For ESI and crystallographic data in CIF or other electronic format see DOI 13 C NMR spectra of products Electronic supplementary information (ESI) available 1835502 H and 10.1039/c8nj03166e |
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| Title | I2-Mediated transition-metal-free aromatic C-H amination for the synthesis of benzimidazol-2-ones and related heterocyclesElectronic supplementary information (ESI) available: 1H and 13C NMR spectra of products 1. CCDC 1835502. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c8nj03166e |
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