Pordanjani, Hossein Mohammadkhani ; Faderl, Christian ; Wang, Jun ; Motti, Cherie A. 
; Junk, Peter C. ; Oelgemöller, Michael
Alternative Links zum Volltext:DOIVerlag
| Dokumentenart: | Artikel |
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| Titel eines Journals oder einer Zeitschrift: | Australian Journal of Chemistry |
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| Verlag: | CSIRO PUBLISHING |
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| Ort der Veröffentlichung: | CLAYTON |
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| Band: | 68 |
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| Nummer des Zeitschriftenheftes oder des Kapitels: | 11 |
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| Seitenbereich: | S. 1662 |
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| Datum: | 2015 |
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| Institutionen: | Chemie und Pharmazie > Institut für Organische Chemie |
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| Identifikationsnummer: | | Wert | Typ |
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| 10.1071/CH15356 | DOI |
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| Stichwörter / Keywords: | REACTIONS INVOLVING PHTHALIMIDES; PARALLEL MICROFLOW PHOTOCHEMISTRY; ELECTRON-TRANSFER MECHANISM; ALPHA-AMINO-ACIDS; CARBOXYLIC-ACIDS; DECARBOXYLATION REACTIONS; INHIBITORY-ACTIVITY; ALKOXYPHTHALIMIDES; RADICALS; REACTORS; |
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| Dewey-Dezimal-Klassifikation: | 500 Naturwissenschaften und Mathematik > 540 Chemie |
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| Status: | Veröffentlicht |
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| Begutachtet: | Ja, diese Version wurde begutachtet |
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| An der Universität Regensburg entstanden: | Ja |
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| Dokumenten-ID: | 60756 |
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Zusammenfassung
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 ...
Zusammenfassung
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.
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