Benzene, 1-methyl-4-(methylthio)- → 4,4,5,5-Tetramethyl-2-(5-methyl-2-(methylthio)phenyl)-1,3,2-dioxaborolane

HRID 1491134ノート

反応式

HRID 1491134 の反応式
CSc1ccc(C)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(C)cc1B1OC(C)(C)C(C)(C)O1

参加物

6

反応物 1

HCID 69334Benzene, 1-methyl-4-(methylthio)-

生成物 1

HCID 1389836424,4,5,5-Tetramethyl-2-(5-methyl-2-(methylthio)phenyl)-1,3,2-dioxaborolane収率 73%

試薬・触媒・溶媒 4

HCID 2733548Bis(pinacolato)diborane試薬HCID 1349566232-Pyridin-2-yl-5-[2-[4-(trifluoromethyl)-1,3,2-dioxaborolan-2-yl]phenyl]pyridine試薬HCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridium触媒HCID 7809P-Xylene溶媒

反応条件

温度
55 °C

実験手順

Ligand 3f: A mixture of ortho- and meta-borylated products (96 mg, 73% yield, ortho/meta + para = >30); ortho-borylated product 4d was obtained by further purification by GPC (74 mg, 56% yield), white solid (mp. 85-87 oC)

出典と根拠

ORDレコード
ord-eda2f8caaac94e09ad4fd261444e08c6
出典データセット
Borylation dataset from Roche

反応ノート

読み込み中…