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

HRID 1490498노트

반응식

HRID 1490498 반응식
CN1CCc2ccccc21>B1Oc2ccccc2O1.CC(C)(O)C(C)(C)O.CCN(CC)CC.Cc1ccccc1.Fc1c(F)c(F)c(B(c2c(F)c(F)c(F)c(F)c2F)c2c(F)c(F)c(F)c(F)c2F)c(F)c1F>CN1CCc2cc(B3OC(C)(C)C(C)(C)O3)ccc21

참가 물질

7

반응물 1

HCID 558301-Methyl-2,3-dihydro-1H-indole

생성물 1

HCID 242295911-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-indole수율 32%

시약·촉매·용매 5

HCID 6425Pinacol시약HCID 8471Triethylamine시약HCID 67506Catecholborane시약HCID 582056Tris(pentafluorophenyl)borane촉매HCID 1140Toluene용매

반응 조건

온도
100 °C

실험 절차

Prepared from 1-methylindoline (1j, 26.6 mg, 0.200 mmol, 1.00 equiv) and catBH (36.0 mg, 0.300 mmol, 1.50 equiv) at 100 o C according to GP 1. The title compound was purified by flash column chromatography using cyclohexane/EtOAc/Et3N (30/1/1) as eluent to afford 3j (16.6 mg, 32%) as a white solid.

출처 및 근거

ORD 기록
ord-5720a54c12234aecb4e32125f1ec4073
출처 데이터셋
Borylation dataset from Roche

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