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4-Fluorophenol → 4-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

HRID 1490698
Notes
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Reaction equation

HRID 1490698 reaction equation
Oc1ccc(F)cc1>C1=CCCC=CCC1.C1=CCCC=CCC1.C1COB(B2OCCO2)O1.CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.CC(C)(O)C(C)(C)O.CCN(CC)CC.C[OH2+].C[OH2+].Cc1ccccc1.ClC(Cl)Cl.[Ir].[Ir]>CC1(C)OB(c2cc(F)ccc2O)OC1(C)C
ParticipantsConditionsSources & evidenceReaction notes

Participants

9

Reactant 1

HCID 97324-Fluorophenol

Product 1

HCID 567377034-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenolYield 50%

Reagents, catalysts & solvents 7

HCID 6425PinacolReagentHCID 8471TriethylamineReagentHCID 42491874,4'-Di-tert-butyl-2,2'-bipyridylReagentHCID 186732542,2'-Bi-1,3,2-dioxaborolaneReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 1140TolueneSolventHCID 6212ChloroformSolvent

Conditions

Temperature
80 °C

Sources & evidence

ORD record
ord-325092ce150b440e8e1313c6a539e672
Source dataset
Borylation dataset from Roche
DOI
10.1021/jacs.7b02232

Reaction notes

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On this pageParticipantsConditionsSources & evidenceReaction notes