Benzonitrile, 4-(trifluoromethyl)- → 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethyl)benzonitrile

HRID 1491461Notes

Reaction equation

HRID 1491461 reaction equation
N#Cc1ccc(C(F)(F)F)cc1>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(c2cc(C(F)(F)F)ccc2C#N)OC1(C)C

Participants

6

Reactant 1

HCID 67995Benzonitrile, 4-(trifluoromethyl)-

Product 1

HCID 569731072-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trifluoromethyl)benzonitrileYield 68%

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
25 °C

Sources & evidence

ORD record
ord-6a067bf346cd4496a97749228fc9bcee
Source dataset
Borylation dataset from Roche

Reaction notes

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