2-Bromothiophene → 2-(5-Bromothiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

HRID 1490563노트

반응식

HRID 1490563 반응식
Brc1cccs1>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)s2)OC1(C)C

참가 물질

6

반응물 1

HCID 138512-Bromothiophene

생성물 1

HCID 117377972-(5-Bromothiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane수율 96%

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
100 °C

실험 절차

The general procedure A was followed using 2-bromothiophene (48.4 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. 5t was obtained as orange oil (138.7 mg, 96 %) after purification by silica gel flash chromatography (EtOAc/PE=1:40 v/v);

출처 및 근거

ORD 기록
ord-36a20897034c441f9bf4fb79b7aa05c4
출처 데이터셋
Borylation dataset from Roche

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