1,2-Dibromobenzene → 2-(3,4-Dibromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

HRID 1490554노트

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HRID 1490554 반응식
Brc1ccccc1Br>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(c2ccc(Br)c(Br)c2)OC1(C)C

참가 물질

6

반응물 1

HCID 114141,2-Dibromobenzene

생성물 1

HCID 467394342-(3,4-Dibromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane수율 98%

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
80 °C

실험 절차

The general procedure A was followed using 1,2-dibromobenzene (58.6 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 80 oC. 5j was obtained as colorless oil (178.2 mg, 98%) after purification by silica gel flash chromatography (EtOAc/PE=1:50 v/v).

출처 및 근거

ORD 기록
ord-baadeffb87484aadb662317cb7d23eb1
출처 데이터셋
Borylation dataset from Roche

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