The photodecarboxylative addition of carboxylates to phthalimides: scope and limitations
Oelgemöller, Michael, Cygon, Peter, Lex, Johann, and Griesbeck, Axel G. (2003) The photodecarboxylative addition of carboxylates to phthalimides: scope and limitations. Heterocycles, 59 (2). pp. 669-684.
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Abstract
Intermolecular photoinduced decarboxylative additions of a series of alkylcarboxylates to N-substituted phthalimides gave the corresponding hydroxy-phthalimidines in moderate to high yields of 39-89%. The potassium salt of 1- adamantanecarboxylic acid predominately underwent simple decarboxylation when irradiated in the presence of N-methylphthalimide. In case of phthalimides carrying suitable leaving groups within the N-side chain, decarboxylation, retro-Aldol cleavage or decarbonylation preceded the intermolecular addition step.
| Item ID: | 10158 |
|---|---|
| Item Type: | Article (Research - C1) |
| ISSN: | 1881-0942 |
| Keywords: | phthalimide; carboxylate; alkylation; photodecarboxylation; photochemistry |
| Date Deposited: | 12 Apr 2010 00:58 |
| 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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