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2-Methoxythiophene → 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

HRID 1490508
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인쇄 미리보기

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HRID 1490508 반응식
COc1cccs1>B1Oc2ccccc2O1.C1=CC2C=CC1C2.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>COc1ccc(B2OC(C)(C)C(C)(C)O2)s1
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참가 물질

8

반응물 1

HCID 856102-Methoxythiophene

생성물 1

HCID 230580922-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane수율 40%

시약·촉매·용매 6

HCID 6425Pinacol시약HCID 8471Triethylamine시약HCID 8473Norbornadiene시약HCID 67506Catecholborane시약

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온도
25 °C

실험 절차

Prepared from 2-methoxythiophene (4j, 114.2 mg, 1.00 mmol, 1.00 equiv), catBH (240 mg, 2.00 mmol, 2.00 equiv), N,N,4-trimethylaniline (1f, 13.5 mg, 0.10 mmol, 0.10 equiv), norbornene (94.0 mg, 1.00 mmol, 1.00 equiv), and B(C6F5)3 (51.2 mg, 0.10 mmol, 0.10 equiv) according to GP 3. The title compound was purified by flash column chromatography using cyclohexane/EtOAc/Et3N (30/1/1) as eluent to afford 6j[S5] (96.8 mg, 40%) as a colorless liquid.

출처 및 근거

ORD 기록
ord-9284ce38474e4c6197f167142a799d26
출처 데이터셋
Borylation dataset from Roche
DOI
10.1002/anie.201611536

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HCID 582056
Tris(pentafluorophenyl)borane
촉매
HCID 1140Toluene용매