4-Bromothioanisole → 2-(5-Bromo-2-methylsulfanylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

HRID 1491138노트

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HRID 1491138 반응식
CSc1ccc(Br)cc1>C1=CCCC=CCC1.C1=CCCC=CCC1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.C[OH2+].C[OH2+].Cc1ccc(C)cc1.FC(F)(F)C1COB(c2ccccc2-c2ccc(-c3ccccn3)nc2)O1.[Ir].[Ir]>CSc1ccc(Br)c(B2OC(C)(C)C(C)(C)O2)c1.CSc1ccc(Br)cc1B1OC(C)(C)C(C)(C)O1

참가 물질

7

반응물 1

HCID 660374-Bromothioanisole

생성물 2

HCID 1325102612-(5-Bromo-2-methylsulfanylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane수율 74%HCID 178503104HCID 178503104, 화합물수율 11%

시약·촉매·용매 4

HCID 2733548Bis(pinacolato)diborane시약HCID 1349566232-Pyridin-2-yl-5-[2-[4-(trifluoromethyl)-1,3,2-dioxaborolan-2-yl]phenyl]pyridine시약HCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridium촉매HCID 7809P-Xylene용매

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온도
55 °C

실험 절차

Ligand 3f: A mixture of ortho- and meta-borylated products (139 mg, 85% yield, ortho/meta + para = 6.6); ortho-borylated product 4f was obtained by further purification by GPC (101 mg, 62% yield), yellow solid (mp. 88-90 oC)

출처 및 근거

ORD 기록
ord-344f37acfe63498da614c14da31d0868
출처 데이터셋
Borylation dataset from Roche

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