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Methyl 4-cyanobenzoate → Methyl 4-cyano-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

HRID 1491460
Notes
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Reaction equation

HRID 1491460 reaction equation
COC(=O)c1ccc(C#N)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]>COC(=O)c1ccc(C#N)c(B2OC(C)(C)C(C)(C)O2)c1
ParticipantsConditionsSources & evidenceReaction notes

Participants

6

Reactant 1

HCID 70791Methyl 4-cyanobenzoate

Product 1

HCID 56973105Methyl 4-cyano-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoateYield 65%

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-6f7543618a5046b793f141bdff9b8707
Source dataset
Borylation dataset from Roche
DOI
10.1021/ja0428309

Reaction notes

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On this pageParticipantsConditionsSources & evidenceReaction notes