Photodecarboxylative benzylations of N-methoxyphthalimide under batch and continuous-flow conditions
Mohammadkhani Pordanjani, Hossein, Faderl, Christian, Wang, Jun, Motti, Cherie D., Junk, Peter C., and Oelgemöller, Michael (2015) Photodecarboxylative benzylations of N-methoxyphthalimide under batch and continuous-flow conditions. Australian Journal of Chemistry, 68 (11). pp. 1662-1667.
![[img]](https://researchonline.jcu.edu.au/style/images/fileicons/application_pdf.png) |
PDF (Published Version)
- Published Version
Restricted to Repository staff only |
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 ID: | 41120 |
|---|---|
| Item Type: | Article (Research - C1) |
| ISSN: | 1445-0038 |
| Keywords: | photodecarboxylation; flow photochemistry; benzylation; microreactor |
| Funders: | Australian Research Council (ARC), James Cook University (JCU) |
| Projects and Grants: | ARC DP130100794, JCU RIBG 2014 |
| Date Deposited: | 29 Oct 2015 03:16 |
| FoR Codes: | 03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030503 Organic Chemical Synthesis @ 50% 03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030505 Physical Organic Chemistry @ 50% |
| SEO Codes: | 97 EXPANDING KNOWLEDGE > 970103 Expanding Knowledge in the Chemical Sciences @ 100% |
| Downloads: |
Total: 8 |
| More Statistics |
Actions (Repository Staff Only)
 |
Item Control Page |