Tandem palladium-catalyzed urea arylation-intramolecular ester amidation: regioselective synthesis of 3-alkylated 2,4-quinazolinediones.
o-Halo benzoates can be combined with monoalkyl ureas in a tandem palladium-catalyzed arylation-ester amidation sequence to deliver quinazolinedione products. The reactions are regioselective for formation of the 3-N-alkyl isomers. Significant variation of both coupling partners is possible, allowin...
| Main Authors: | , , , |
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| Format: | Journal article |
| Language: | English |
| Published: |
2006
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| _version_ | 1797099719611121664 |
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| author | Willis, M Snell, R Fletcher, A Woodward, R |
| author_facet | Willis, M Snell, R Fletcher, A Woodward, R |
| author_sort | Willis, M |
| collection | OXFORD |
| description | o-Halo benzoates can be combined with monoalkyl ureas in a tandem palladium-catalyzed arylation-ester amidation sequence to deliver quinazolinedione products. The reactions are regioselective for formation of the 3-N-alkyl isomers. Significant variation of both coupling partners is possible, allowing the synthesis of a diverse array of substituted quinazolinediones, exemplified by the preparation of a simple unsymmetric-dialkylated natural product. [reaction: see text] |
| first_indexed | 2024-03-07T05:27:36Z |
| format | Journal article |
| id | oxford-uuid:e11b526f-f533-480c-9bb9-04dc343df9b7 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-07T05:27:36Z |
| publishDate | 2006 |
| record_format | dspace |
| spelling | oxford-uuid:e11b526f-f533-480c-9bb9-04dc343df9b72022-03-27T09:52:01ZTandem palladium-catalyzed urea arylation-intramolecular ester amidation: regioselective synthesis of 3-alkylated 2,4-quinazolinediones.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:e11b526f-f533-480c-9bb9-04dc343df9b7EnglishSymplectic Elements at Oxford2006Willis, MSnell, RFletcher, AWoodward, Ro-Halo benzoates can be combined with monoalkyl ureas in a tandem palladium-catalyzed arylation-ester amidation sequence to deliver quinazolinedione products. The reactions are regioselective for formation of the 3-N-alkyl isomers. Significant variation of both coupling partners is possible, allowing the synthesis of a diverse array of substituted quinazolinediones, exemplified by the preparation of a simple unsymmetric-dialkylated natural product. [reaction: see text] |
| spellingShingle | Willis, M Snell, R Fletcher, A Woodward, R Tandem palladium-catalyzed urea arylation-intramolecular ester amidation: regioselective synthesis of 3-alkylated 2,4-quinazolinediones. |
| title | Tandem palladium-catalyzed urea arylation-intramolecular ester amidation: regioselective synthesis of 3-alkylated 2,4-quinazolinediones. |
| title_full | Tandem palladium-catalyzed urea arylation-intramolecular ester amidation: regioselective synthesis of 3-alkylated 2,4-quinazolinediones. |
| title_fullStr | Tandem palladium-catalyzed urea arylation-intramolecular ester amidation: regioselective synthesis of 3-alkylated 2,4-quinazolinediones. |
| title_full_unstemmed | Tandem palladium-catalyzed urea arylation-intramolecular ester amidation: regioselective synthesis of 3-alkylated 2,4-quinazolinediones. |
| title_short | Tandem palladium-catalyzed urea arylation-intramolecular ester amidation: regioselective synthesis of 3-alkylated 2,4-quinazolinediones. |
| title_sort | tandem palladium catalyzed urea arylation intramolecular ester amidation regioselective synthesis of 3 alkylated 2 4 quinazolinediones |
| work_keys_str_mv | AT willism tandempalladiumcatalyzedureaarylationintramolecularesteramidationregioselectivesynthesisof3alkylated24quinazolinediones AT snellr tandempalladiumcatalyzedureaarylationintramolecularesteramidationregioselectivesynthesisof3alkylated24quinazolinediones AT fletchera tandempalladiumcatalyzedureaarylationintramolecularesteramidationregioselectivesynthesisof3alkylated24quinazolinediones AT woodwardr tandempalladiumcatalyzedureaarylationintramolecularesteramidationregioselectivesynthesisof3alkylated24quinazolinediones |