Photodecarboxylative additions of phenoxyacetates to N-methylphthalimide
Hatoum, Fadi, Gallagher, Sonia, and Oelgemöller, Michael (2009) Photodecarboxylative additions of phenoxyacetates to N-methylphthalimide. Tetrahedron Letters, 50 (47). pp. 6593-6596.
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Abstract
Photoaddition of various phenoxyacetates to N-methylphthalimide affords the corresponding hydroxyphthalimidines in yields of 21–93%. The diastereoselectivity of the intermolecular addition is studied for a series of 2-substituted phenoxyacetates with low diastereoselectivities being observed. Comparison experiments with anisole and ether-containing phthalimide confirm that the crucial electron-transfer step occurs from the carboxylate functionality.
| Item ID: | 10226 |
|---|---|
| Item Type: | Article (Research - C1) |
| ISSN: | 1873-3581 |
| Keywords: | photodecarboxylation; phthalimides; photochemistry; addition reactions; photoinduced electron transfer |
| Date Deposited: | 13 Apr 2010 00:27 |
| FoR Codes: | 03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030503 Organic Chemical Synthesis @ 100% |
| SEO Codes: | 97 EXPANDING KNOWLEDGE > 970103 Expanding Knowledge in the Chemical Sciences @ 100% |
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