5-Chloroindole → 5-chloro-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole

HRID 1490413Notes

Reaction equation

HRID 1490413 reaction equation
Clc1ccc2[nH]ccc2c1>C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCOC1.CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.CC1(C)OBOC1(C)C.[Cl-].[Cl-].[Ir].[Ir]>CC1(C)OB(c2cc(Cl)cc3cc[nH]c23)OC1(C)C

Participants

7

Reactant 1

HCID 871105-Chloroindole

Product 1

HCID 461918225-chloro-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indoleYield 64%

Reagents, catalysts & solvents 5

HCID 2733548Bis(pinacolato)diboraneReagentHCID 27347684,4,5,5-Tetramethyl[1,3,2]dioxaborolaneReagentHCID 42491874,4'-Di-tert-butyl-2,2'-bipyridylReagentHCID 82923Chloro-1,5-cyclooctadiene-iridium(I) dimerCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Sources & evidence

ORD record
ord-23ce4aa5744d4b52a155df6225c301b4
Source dataset
Borylation dataset from Roche

Reaction notes

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