4-Cyanoindole → 2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-4-carbonitrile

HRID 1490574Notes

Reaction equation

HRID 1490574 reaction equation
N#Cc1cccc2[nH]ccc12>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(c2cc3c(C#N)ccc(B4OC(C)(C)C(C)(C)O4)c3[nH]2)OC1(C)C

Participants

6

Reactant 1

HCID 38176024-Cyanoindole

Product 1

HCID 249609652,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-4-carbonitrileYield 92%

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-ec380466fa7c475c9db8da329756d037
Source dataset
Borylation dataset from Roche

Reaction notes

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