Pordanjani, Hossein Mohammadkhani and Faderl, Christian and Wang, Jun and Motti, Cherie A. and Junk, Peter C. and Oelgemoeller, Michael (2015) Photodecarboxylative Benzylations of N-Methoxyphthalimide under Batch and Continuous-Flow Conditions. AUSTRALIAN JOURNAL OF CHEMISTRY, 68 (11). pp. 1662-1667. ISSN 0004-9425, 1445-0038
Full text not available from this repository. (Request a copy)Abstract
A series of photodecarboxylative benzylations of N-methoxyphthalimide were successfully realized using easily accessible starting materials. The reactions proceeded smoothly and the corresponding benzylated hydroxyphthalimidines were obtained in moderate to good yields of 52-73 %. No competing photoinduced dealkoxylation of the N-methoxy group was observed. The reaction with potassium phenylacetate was subsequently investigated in an advanced continuous-flow photoreactor. The reactor allowed rapid optimization of the reaction conditions and gave the desired benzylated product in higher yield and shorter irradiation time compared with the batch process.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | REACTIONS INVOLVING PHTHALIMIDES; PARALLEL MICROFLOW PHOTOCHEMISTRY; ELECTRON-TRANSFER MECHANISM; ALPHA-AMINO-ACIDS; CARBOXYLIC-ACIDS; DECARBOXYLATION REACTIONS; INHIBITORY-ACTIVITY; ALKOXYPHTHALIMIDES; RADICALS; REACTORS; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 26 Jul 2019 10:43 |
| Last Modified: | 26 Jul 2019 10:43 |
| URI: | https://pred.uni-regensburg.de/id/eprint/6177 |
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