التفاصيل البيبلوغرافية
| العنوان: |
C–H Alkylation of Aldehydes by Merging TBADT Hydrogen Atom Transfer with Nickel Catalysis |
| المؤلفون: |
Vetrivelan Murugesan (10073586), Anirban Ganguly (1601971), Ardra Karthika (11027100), Ramesh Rasappan (1363335) |
| سنة النشر: |
2021 |
| المجموعة: |
Smithsonian Institution: Digital Repository |
| مصطلحات موضوعية: |
Biochemistry, Genetics, Molecular Biology, Chemical Sciences not elsewhere classified, Physical Sciences not elsewhere classified, allylic pyridinium salts, acyl radicals, formyl, availability, bioactive molecules, aryl halides, benzylic, activation, TBADT catalyst, cleavage, bond, Alkylation, handful, alkyl, site-selective functionalization, Merging TBADT Hydrogen Atom Transfer, presence, α- methylene carbonyl, Aldehyde, aryl aldehydes, sterically, Polarity-matched, synthesis, amines, Nickel Catalysis Catalyst |
| الوصف: |
Catalyst controlled site-selective C–H functionalization is a challenging but powerful tool in organic synthesis. Polarity-matched and sterically controlled hydrogen atom transfer (HAT) provides an excellent opportunity for site-selective functionalization. As such, the dual Ni/photoredox system was successfully employed to generate acyl radicals from aldehydes via selective formyl C–H activation and subsequently cross-coupled to generate ketones, a ubiquitous structural motif present in the vast majority of natural and bioactive molecules. However, only a handful of examples that are constrained to the use of aryl halides are developed. Given the wide availability of amines, we developed a cross-coupling reaction via C–N bond cleavage using the economic nickel and TBADT catalyst for the first time. A range of alkyl and aryl aldehydes were cross-coupled with benzylic and allylic pyridinium salts to afford ketones with a broad spectrum of functional group tolerance. High regioselectivity toward formyl C–H bonds even in the presence of α-methylene carbonyl or α-amino/oxy methylene was obtained. |
| نوع الوثيقة: |
article in journal/newspaper |
| اللغة: |
unknown |
| العلاقة: |
https://figshare.com/articles/journal_contribution/C_H_Alkylation_of_Aldehydes_by_Merging_TBADT_Hydrogen_Atom_Transfer_with_Nickel_Catalysis/14847531Test |
| DOI: |
10.1021/acs.orglett.1c01716.s001 |
| الإتاحة: |
https://doi.org/10.1021/acs.orglett.1c01716.s001Test |
| حقوق: |
CC BY-NC 4.0 |
| رقم الانضمام: |
edsbas.86BA1BFF |
| قاعدة البيانات: |
BASE |
