Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | 2-Cyclopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 2758015 | — |
| Reactant | HCID 88911424 | HCID 88911424 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 66764657 | HCID 66764657 | — |
Reaction Steps
Methyl 4-{[(trifluoromethyl)sulfonyl]oxy}-2H-chromene-6-carboxylate (596 mg, 1.76 mmol), cyclopropylboronic acid pinacol ester (803 μL, 4.40 mmol), lithium hydroxide monohydrate (185 mg, 4.40 mmol), and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (387 mg, 0.53 mmol) were mixed in a microwave vial and dioxane (4.40 mL) and water (1.50 mL) were added. The reaction mixture was heated to 120° C. for 30 minutes under microwave irradiation before concentrating under vacuum. The crude residue was purified by silica gel chromatography to afford the desired product as a pale-yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08742110B2 |
|---|
| Source dataset | uspto-grants-2014_06 |
|---|
| ORD ID | ord-6e7ed53766a2420aa43a0397b337d656 |
|---|
| Source note | uspto-grants-2014_06 |
|---|
