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Benzene, 1-bromo-3-(trifluoromethyl)- → 2-[3-Bromo-5-(trifluoromethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

HRID 1490552
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인쇄 미리보기

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HRID 1490552 반응식
FC(F)(F)c1cccc(Br)c1>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>CC1(C)OB(c2cc(Br)cc(C(F)(F)F)c2)OC1(C)C
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참가 물질

6

반응물 1

HCID 9817Benzene, 1-bromo-3-(trifluoromethyl)-

생성물 1

HCID 113141192-[3-Bromo-5-(trifluoromethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane수율 99%

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)dimethoxydiiridium촉매

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온도
100 °C

실험 절차

The general procedure A was followed using 1-bromo-3-(trifluoromethyl)benzene (67.5 uL, 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 100 oC. 5h was obtained as colorless oil (173.1 mg, 99%) after purification by silica gel flash chromatography (EtOAc/PE=1:30 v/v).

출처 및 근거

ORD 기록
ord-4651aa72b42b47c9a0457945292dda09
출처 데이터셋
Borylation dataset from Roche
DOI
10.1021/jacs.5b05252

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