Trimethylsilyl indole → 7-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-YL)-2-(trimethylsilyl)-1H-indole

HRID 1490583Notes

Reaction equation

HRID 1490583 reaction equation
C[Si](C)(C)c1cc2ccccc2[nH]1>C1=CCCC=CCC1.C1=CCCC=CCC1.CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.CC1(C)OBOC1(C)C.CCCCCC.C[OH2+].C[OH2+].[Ir].[Ir]>CC1(C)OB(c2cccc3cc([Si](C)(C)C)[nH]c23)OC1(C)C

Participants

6

Reactant 1

HCID 10921317Trimethylsilyl indole

Product 1

HCID 249609627-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-YL)-2-(trimethylsilyl)-1H-indoleYield 76%

Reagents, catalysts & solvents 4

HCID 27347684,4,5,5-Tetramethyl[1,3,2]dioxaborolaneReagentHCID 42491874,4'-Di-tert-butyl-2,2'-bipyridylReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 8058HexaneSolvent

Conditions

Temperature
60 °C

Sources & evidence

ORD record
ord-4c9fab8ee46943cda11e836695e3f680
Source dataset
Borylation dataset from Roche

Reaction notes

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