Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | Tri-tert-butylphosphine tetrafluoroborate | HCID 2734635 | — |
| Reactant | 3-Bromo-5-(morpholin-4-yl)-7H-thieno[3,2-b]pyran-7-one | HCID 44181178 | — |
| Catalyst | Molybdenum carbonyl (Mo(CO)6) | HCID 98885 | — |
| Catalyst | trans-Bis(acetato)bis[2-[bis(2-methylphenyl)phosphino]benzyl]dipalladium(II) | HCID 11104995 | — |
| Product | HCID 44180964 | HCID 44180964 | — |
Reaction Steps
A 2 mL conical microwave vial was charged with a magnetic stirring bar, 3-bromo-5-morpholino-7H-thieno[3,2-b]pyran-7-one (103) (50 mg, 158 gmol), phenol (22 mg, 237 gmol), molybdenum hexacarbonyl (42 mg, 158 μmol), trans-di(μ-acetato)bis[o-(di-o-tolyl-phosphino)benzyl]dipalladium (II) (4 mg, 4.7 μmol), tri-tert-butylphosphonium tetrafluoroborate (2.8 mg, 9.5 μmol), tetrahydrofuran (0.5 mL), and 1,8-diazabicyclo[5.4.0]undec-7-ene (71 μL, 474 gmol). The reaction mixture was sealed, and the reaction mixture was magnetically stirred and heated via microwave irradiation to 125° C. for 6 minutes to give phenyl 5-morpholino-7-oxo-7H-thieno[3,2-b]pyran-3-carboxylate (73).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08557807B2 |
|---|
| Source dataset | uspto-grants-2013_10 |
|---|
| ORD ID | ord-fae8c129754947dcb5c371b8e5a8da70 |
|---|
| Source note | uspto-grants-2013_10 |
|---|
