Photodecarboxylative Benzylations of N-Methoxyphthalimide under Batch and Continuous-Flow Conditions
- Hossein Mohammadkhani Pordanjani A B
- Christian Faderl A C
- Jun Wang A
- Cherie A. Motti D
- Peter C. Junk A
- Michael Oelgemöller A E
- A James Cook University, College of Science, Technology and Engineering, Townsville, Qld 4811, Australia.
- B Faculty of Chemistry, Bu-Ali Sina University, Hamedan, 6517838683, Iran.
- C Institut für Organische Chemie, Universität Regensburg, Universitätsstr. 31, D-93053 Regensburg, Germany.
- D Australian Institute of Marine Science (AIMS), Biomolecular Analysis Facility, Townsville, Qld 4810, Australia.
- E Corresponding author. Email: firstname.lastname@example.orgRead the publication that featured this abstract
A series of photodecarboxylative benzylations of N-methoxyphthalimide were successfully realised 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.
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