Fast microwave promoted palladium-catalyzed synthesis of phthalides from bromobenzyl alcohols utilizing DMF and MO(CO)(6) as carbon monoxide sources
A fast method utilizing in situ generated CO for the synthesis of phthalides has been developed. DMF and MO(CO)(6) were applied as two alternative CO-sources in these microwave promoted carbonylation-lactone formation reactions. MO(CO)(6) was found to be the more generally applicable CO-source and p...
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| Published in | Tetrahedron letters Vol. 45; no. 24; pp. 4635 - 4638 |
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| Main Authors | , , , |
| Format | Journal Article |
| Language | English |
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Elsevier
07.06.2004
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| Abstract | A fast method utilizing in situ generated CO for the synthesis of phthalides has been developed. DMF and MO(CO)(6) were applied as two alternative CO-sources in these microwave promoted carbonylation-lactone formation reactions. MO(CO)(6) was found to be the more generally applicable CO-source and provided phthalides as well as dihydroisocoumarin, dihydroisoindone, and phthalimide from the corresponding aryl bromide via an efficient CO insertion within a 1 h reaction time. (C) 2004 Elsevier Ltd. All rights reserved. |
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| AbstractList | A fast method utilizing in situ generated CO for the synthesis of phthalides has been developed. DMF and MO(CO)(6) were applied as two alternative CO-sources in these microwave promoted carbonylation-lactone formation reactions. MO(CO)(6) was found to be the more generally applicable CO-source and provided phthalides as well as dihydroisocoumarin, dihydroisoindone, and phthalimide from the corresponding aryl bromide via an efficient CO insertion within a 1 h reaction time. (C) 2004 Elsevier Ltd. All rights reserved. |
| Author | Alterman, M Mahalingam, AK Wan, YQ Wu, XY |
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| Cites_doi | 10.1021/jo025965a 10.1021/jo034382d 10.1021/cc010048o 10.1021/cc010085f 10.1021/CC0201086 10.1021/ar010074v 10.1021/cc0200843 |
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| Keywords | AMINOCARBONYLATIONS INCREASING RATES ASSISTED ORGANIC-CHEMISTRY MO(CO) DRUG DISCOVERY phthalides carbon monoxide source CARBONYLATION HETEROCYCLES LACTONES PHTHALIDEISOQUINOLINE ARYL HALIDES ANHYDRIDES |
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| Title | Fast microwave promoted palladium-catalyzed synthesis of phthalides from bromobenzyl alcohols utilizing DMF and MO(CO)(6) as carbon monoxide sources |
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