2-Methylindole → 2-Methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole

HRID 1490566노트

반응식

HRID 1490566 반응식
Cc1cc2ccccc2[nH]1>C1=CCCC=CCC1.C1=CCCC=CCC1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.COC1CCCC1.C[OH2+].C[OH2+].[Ir].[Ir].c1ccc(N2B(B3Nc4ccccc4N3c3ccccn3)Nc3ccccc32)nc1>Cc1cc2cccc(B3OC(C)(C)C(C)(C)O3)c2[nH]1

참가 물질

6

반응물 1

HCID 72242-Methylindole

생성물 1

HCID 249605942-Methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole수율 64%

시약·촉매·용매 4

HCID 2733548Bis(pinacolato)diborane시약HCID 1223807993-pyridin-2-yl-2-(3-pyridin-2-yl-1H-1,3,2-benzodiazaborol-2-yl)-1H-1,3,2-benzodiazaborole시약HCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridium촉매HCID 138539Cyclopentyl methyl ether용매

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온도
50 °C

실험 절차

The general procedure A was followed using 2-methyl-1H-indole (65.6 mg, 0.5 mmol.) and B2pin2 (126.9 mg, 0.5 mmol, 1.0 eq.) as starting material. The resulting mixture was allowed to stir 16 hours at 50 oC. 5y was obtained as white solid (82.3 mg, 64 %) after purification by silica gel flash chromatography (EtOAc/PE=1:40 v/v). m.p.: 73-75 oC.

출처 및 근거

ORD 기록
ord-8a9da9cdfb524f499e336b80310520a5
출처 데이터셋
Borylation dataset from Roche

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