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4-Iodobenzonitrile → 4-Iodo-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

HRID 1491462
Notes
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Reaction equation

HRID 1491462 reaction equation
N#Cc1ccc(I)cc1>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.C[OH2+].C[OH2+].[Ir].[Ir]>CC1(C)OB(c2cc(I)ccc2C#N)OC1(C)C
ParticipantsConditionsSources & evidenceReaction notes

Participants

6

Reactant 1

HCID 764674-Iodobenzonitrile

Product 1

HCID 534267874-Iodo-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrileYield 70%

Reagents, catalysts & solvents 4

HCID 2733548Bis(pinacolato)diboraneReagentHCID 42491874,4'-Di-tert-butyl-2,2'-bipyridylReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
25 °C

Sources & evidence

ORD record
ord-712ef8a4f63a4c9782936615fe30fe0a
Source dataset
Borylation dataset from Roche
DOI
10.1021/ja0428309

Reaction notes

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On this pageParticipantsConditionsSources & evidenceReaction notes