1-Methyl-2,3-dihydro-1H-indole → 1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-indole

HRID 1490498Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1490498
CN1CCc2ccccc21>B1Oc2ccccc2O1.CC(C)(O)C(C)(C)O.CCN(CC)CC.Cc1ccccc1.Fc1c(F)c(F)c(B(c2c(F)c(F)c(F)c(F)c2F)c2c(F)c(F)c(F)c(F)c2F)c(F)c1F>CN1CCc2cc(B3OC(C)(C)C(C)(C)O3)ccc21

Komponenten

7

Edukt 1

HCID 558301-Methyl-2,3-dihydro-1H-indole

Produkt 1

HCID 242295911-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-indoleAusbeute 32 %

Reagenzien, Katalysatoren, Lösungsmittel 5

HCID 6425PinacolReagenzHCID 8471TriethylamineReagenzHCID 67506CatecholboraneReagenzHCID 582056Tris(pentafluorophenyl)boraneKatalysatorHCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

Prepared from 1-methylindoline (1j, 26.6 mg, 0.200 mmol, 1.00 equiv) and catBH (36.0 mg, 0.300 mmol, 1.50 equiv) at 100 o C according to GP 1. The title compound was purified by flash column chromatography using cyclohexane/EtOAc/Et3N (30/1/1) as eluent to afford 3j (16.6 mg, 32%) as a white solid.

Quellen und Nachweise

ORD-Eintrag
ord-5720a54c12234aecb4e32125f1ec4073
Quelldatensatz
Borylation dataset from Roche

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