Photodecarboxylative additions of α-thioalkyl-substituted carboxylates to alkyl phenylglyoxylates
Tan, Su Bee, Shvydkiv, Oksana, Fiedler, Jana, Hatoum, Fadi, Nolan, Kieran, and Oelgemöller, Michael (2010) Photodecarboxylative additions of α-thioalkyl-substituted carboxylates to alkyl phenylglyoxylates. Synlett, 15. pp. 2240-2243.
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Abstract
Irradiations of alkyl phenylglyoxylates with sulfur-containing carboxylates yielded the corresponding photodecarboxylative addition products in moderate to good yields of 26-58%. Reductive photodimerization competed with decarboxylative addition in all cases. The reaction protocol was successfully transferred to a microreactor. With potassium 2-(methylsulfanyl)propionate, photoadditions gave diastereomeric mixtures with low selectivity for the like-isomer.
| Item ID: | 16789 |
|---|---|
| Item Type: | Article (Research - C1) |
| ISSN: | 1437-2096 |
| Keywords: | photodecarboxylation; phenylglyoxolates; photochemistry; photoinduced electron transfer; microreactor |
| Date Deposited: | 13 May 2011 04:04 |
| FoR Codes: | 03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030503 Organic Chemical Synthesis @ 50% 03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030504 Organic Green Chemistry @ 25% 03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030505 Physical Organic Chemistry @ 25% |
| SEO Codes: | 97 EXPANDING KNOWLEDGE > 970103 Expanding Knowledge in the Chemical Sciences @ 100% |
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