2-Methylindole → 2-Methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole

HRID 1490566ノート

反応式

HRID 1490566 の反応式
Cc1cc2ccccc2[nH]1>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>Cc1cc2cccc(B3OC(C)(C)C(C)(C)O3)c2[nH]1

参加物

6

反応物 1

HCID 72242-Methylindole

生成物 1

HCID 249605942-Methyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole収率 64%

試薬・触媒・溶媒 4

HCID 2733548Bis(pinacolato)diborane試薬HCID 1223807993-pyridin-2-yl-2-(3-pyridin-2-yl-1H-1,3,2-benzodiazaborol-2-yl)-1H-1,3,2-benzodiazaborole試薬HCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridium触媒HCID 138539Cyclopentyl methyl ether溶媒

反応条件

温度
50 °C

実験手順

The general procedure A was followed using 2-methyl-1H-indole (65.6 mg, 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 50 oC. 5y was obtained as white solid (82.3 mg, 64 %) after purification by silica gel flash chromatography (EtOAc/PE=1:40 v/v). m.p.: 73-75 oC.

出典と根拠

ORDレコード
ord-8a9da9cdfb524f499e336b80310520a5
出典データセット
Borylation dataset from Roche

反応ノート

読み込み中…