2-p-Tolylbenzoxazole → 2-(4-Methylphenyl)-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-benzoxazole

HRID 1490446

Reaction equation

HRID 1490446 reaction equation
Cc1ccc(-c2nc3ccccc3o2)cc1>C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCOC1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.C[OH2+].C[OH2+].Cc1cnc2c(ccc3c(C)c(C)cnc32)c1C.[Ir].[Ir]>Cc1ccc(-c2nc3cccc(B4OC(C)(C)C(C)(C)O4)c3o2)cc1

Participants

6

Reactant 1

HCID 700392-p-Tolylbenzoxazole

Product 1

HCID 1018796742-(4-Methylphenyl)-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-benzoxazoleYield 71%

Reagents, catalysts & solvents 4

HCID 742653,4,7,8-Tetramethyl-1,10-phenanthrolineReagentHCID 2733548Bis(pinacolato)diboraneReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
25 °C

Sources & evidence

ORD record
ord-007e8eef70bb4226ba7c3472404c4905
Source dataset
Borylation dataset from Roche

Linked notes

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