1-Phenylisoquinoline → 1-[2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]isoquinoline

反応式

c1ccc(-c2nccc3ccccc23)cc1>C(=NN(Cc1ccccc1)Cc1ccccc1)c1ccccn1.C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCOC1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.CC1(C)OBOC1(C)C.C[OH2+].C[OH2+].[Ir].[Ir]>CC1(C)OB(c2ccccc2-c2nccc3ccccc23)OC1(C)C

参加物

反応条件

温度: 50 °C

実験手順

Following the general procedure, precipitation from the reaction crude with hexane, trituration and filtration afforded 9n (132 mg, 80 %) as a light brown solid.

出典と根拠

ORDレコード: ord-9cd5a8a6d6f84ea8b68e2222fc75d190
出典データセット: Borylation dataset from Roche
DOI: 10.1002/anie.201104544

反応ノート

読み込み中…

参加物

反応物 1

HCID 1378821-Phenylisoquinoline

生成物 1

HCID 1407864431-[2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]isoquinoline収率 78%

試薬・触媒・溶媒 5

HCID 2733548Bis(pinacolato)diborane試薬

HCID 27347684,4,5,5-Tetramethyl[1,3,2]dioxaborolane試薬

HCID 67601456N,N-Dibenzyl-N'-(pyridin-2-ylmethylene)hydrazine試薬

HCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridium触媒

HCID 8028Tetrahydrofuran溶媒

反応条件

温度: 50 °C

実験手順

Following the general procedure, precipitation from the reaction crude with hexane, trituration and filtration afforded 9n (132 mg, 80 %) as a light brown solid.

出典と根拠

ORDレコード: ord-9cd5a8a6d6f84ea8b68e2222fc75d190
出典データセット: Borylation dataset from Roche
DOI: 10.1002/anie.201104544

反応ノート

読み込み中…