دكتوراه
العلوم والتقنية
Cardiff University
مجال التميز | بحثي ودراسي |
البحوث المنشورة | |
البحث (1): | |
عنوان البحث: | C−N Axial Chiral Hypervalent Iodine Reagents: Catalytic Stereoselective α-Oxytosylation of Ketones |
رابط إلى البحث: | https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/chem.202005253 |
تاريخ النشر: | 11/01/2021 |
موجز عن البحث: | A simple synthesis of a library of novel C−N axially chiral iodoarenes is achieved in a three-step synthesis from commercially available aniline derivatives. C−N axial chiral iodine reagents are rarely investigated in the hypervalent iodine arena. The potential of the novel chiral iodoarenes as organocatalysts for stereoselective oxidative transformations is assessed using the well explored, but challenging stereoselective α-oxytosylation of ketones. All investigated reagents catalyse the stereoselective oxidation of propiophenone to the corresponding chiral α-oxytosylated products with good stereochemical control. Using the optimised reaction conditions a wide range of products was obtained in generally good to excellent yields and with good enantioselectivities.. |
البحث (2): | |
عنوان البحث: | Continuous-Flow Electrochemical Generator of Hypervalent Iodine Reagents: Synthetic Applications |
رابط إلى البحث: | https://onlinelibrary.wiley.com/doi/10.1002/anie.201904379 |
تاريخ النشر: | 03/05/2019 |
موجز عن البحث: | An efficient and reliable electrochemical generator of hypervalent iodine reagents has been developed. In the anodic oxidation of iodoarenes to hypervalent iodine reagents under flow conditions, the use of electricity replaces hazardous and costly chemical oxidants. Unstable hypervalent iodine reagents can be prepared easily and coupled with different substrates to achieve oxidative transformations in high yields. The unstable, electrochemically generated reagents can also easily be transformed into classic bench-stable hypervalent iodine reagents through ligand exchange. The combination of electrochemical and flow-chemistry advantages largely improves the ecological footprint of the overall process compared to conventional approaches. |
البحث (3): | |
عنوان البحث: | Synthesis, characterisation, and reactivity of novel pseudocyclic hypervalent iodine reagents with heteroaryl carbonyl substituents |
رابط إلى البحث: | https://pubs.rsc.org/en/content/articlelanding/2019/CC/C9CC03905H |
تاريخ النشر: | 17/06/2019 |
موجز عن البحث: | Two new hypervalent iodine reagents containing furan and thiophene moieties in addition to a carbonyl group in the vicinity of the iodine atom were synthesised and characterised. The X-ray analysis of both compounds revealed a strong intramolecular contact between the carbonyl oxygen and the hypervalent iodine atom with tosylate as a counter ion. The two reagents showed a broad range of synthetic applications and proved to be versatile oxidizing agents. |
البحث (4): | |
عنوان البحث: | Sulfur-Based Chiral Iodoarenes: An Underexplored Class of Chiral Hypervalent Iodine Reagents |
رابط إلى البحث: | https://www.thieme-connect.de/products/ejournals/abstract/10.1055/a-1508-9593 |
تاريخ النشر: | 14/05/2021 |
موجز عن البحث: | Chiral hypervalent iodine reagents are active players in modern stereoselective organic synthesis. Structurally diverse chiral hypervalent iodine reagents have been synthesised and extensively studied, but hypervalent iodine reagents containing chiral sulfur stereogenic centre are scarce and their synthesis is challenging. A small library of iodoarenes containing chiral sulfinamide and chiral sulfoximine moieties has been synthesised using commercially available reagents. The oxidation of the chiral iodoarene precursors to iodine(III) reagents was cumbersome due to facile overoxidation of the sulfoxide moiety and hence loss of chirality under various oxidation conditions. Oxidation of chiral sulfonimidoyl derivatives to the corresponding hypervalent iodine reagents was successful and led to novel sulfur-based chiral iodine(III) reagents. |