Indole → 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole

HRID 1490738Notes

Reaction equation

HRID 1490738 reaction equation
c1ccc2[nH]ccc2c1>C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCOC1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.C[OH2+].C[OH2+].O=c1ccc2cccc(-c3ccc(-c4ccccn4)nc3)c2[nH]1.[Ir].[Ir]>CC1(C)OB(c2cc3ccccc3[nH]2)OC1(C)C

Participants

6

Reactant 1

HCID 798Indole

Product 1

HCID 113569352-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indoleYield 25%

Reagents, catalysts & solvents 4

HCID 2733548Bis(pinacolato)diboraneReagentHCID 1646813858-([2,2'-bipyridin]-5-yl)quinolin-2(1H)-oneReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Sources & evidence

ORD record
ord-e2052b834d4f47a8bce5bc1268dbf810
Source dataset
Borylation dataset from Roche

Reaction notes

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