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Iron-Catalyzed Acyl Migration of Tertiary α-Azidyl Ketones: Synthetic Approach toward Enamides and Isoquinolones.
It is reported that tertiary α-azidyl phenyl ketones can be transformed into enamides by treatment with FeBr2 at elevated temperature in DMF and this protocol is suitable for the synthesis of N-(cyclopent-1-en- 1-yl)benzamides, N-benzoyl-α-methyl enamines and provides a convenient approach toward isoquinolones.
Pyrimidazole-Based Covalent Organic Frameworks: Integrating Functionality and Ultrastability via Isocyanide Chemistry.
- Jiao Liu, Tonghao Yang, W. Wang
- Chemistry, BiologyJournal of the American Chemical Society
- 3 December 2020
This work is able to construct a series of pyrimidazole-based COFs in one step from isocyanide, aminopyridine, and aldehyde monomers, and expects that this contribution opens up a new avenue toward the divergent construction of robust COFs for practical applications.
Copper-catalyzed radical reactions of 2-azido-N-arylacrylamides with 1-(trifluoromethyl)-1,2-benziodoxole and 1-azidyl-1,2-benziodoxole.
This study helps elucidate the factors influencing the cyclization of α-(arylaminocarbonyl)iminyl radicals, but also provides a new approach towards quinoxalin-2-ones.
Simultaneous introduction of oxygen vacancies and hierarchical pores into titanium-based metal-organic framework for enhanced photocatalytic performance.
Iron-Catalyzed Intramolecular C-H Amination of α-Azidyl Amides.
- Xiaopeng Zhao, Siyu Liang, Xing Fan, Tonghao Yang, Wei Yu
- Chemistry, BiologyOrganic letters
- 7 March 2019
It is reported that α-azidyl amides can be converted in high efficacy to imidazolinone compounds via intramolecular C(sp3)-H amination by the action of a simple catalytic system composed of FeCl2 and a β-diketiminate ligand.
Iron-Catalyzed 1,4-Phenyl Migration/Ring Expansion of α-Azido N-Phenyl Amides.
A novel iron-catalyzed skeleton rearrangement of alkyl azides is reported, which proceeds via intramolecular nitrene cycloaddition followed by C-N cleavage, water addition, and electrocyclic ring opening.
Synthesis of quinazolinones via radical cyclization of α-azidyl benzamides
This paper reports a new radical-based method for the synthesis of quinazolinones from α-azidyl benzamides. Under the conditions of visible light irradiation with N-bromosuccinimide (NBS), α-azidyl…
Iron-Phosphine Complex-Catalyzed Intramolecular C(sp3)-H Amination of Azides.
Fe(II)-phosphine complex [Fe(dpbz)]Cl2 was demonstrated to be effective for the intramolecular C(sp3)-H amination of organic azides and Cyclization of simple aliphatic azides can be realized as well by using this catalyst.
tert‐Butyl Hydroperoxide and Tetrabutylammonium Iodide‐Promoted Free Radical Cyclization of α‐Imino‐N‐arylamides and α‐Azido‐N‐arylamides
The oxidizing system of tert-butyl hydroperoxide and tetrabutylammonium iodide is capable of generating -(arylaminocarbonyl)iminyl radicals from ethyl 2-(N-arylcarbamoyl)-2-iminoacetates, and the subsequent cyclization of these iminyl radicals results in the formation of azaspirocyclohexadienone products in high yields under an oxygen atmosphere.
Retracted: tert‐Butyl Hydroperoxide and Tetrabutylammonium Iodide‐ Promoted Free Radical Cyclization of α‐Azido‐N‐arylamides
The oxidizing system of tert-butyl hydroperoxide (TBHP) and tetrabutylammonium iodide (TBAI) is capable of engendering α-(aminocarbonyl)iminyl radicals from α-azido-N-phenylacetamides. These iminyl…