N,3-dimethylbenzamide → N,5-dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide

반응식

CNC(=O)c1cccc(C)c1>C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCOC1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.C[OH2+].C[OH2+].Cc1[nH]c2c(NC(=O)c3ccc(-c4ccccn4)nc3)cccc2c1C.[Ir].[Ir]>CNC(=O)c1cc(C)ccc1B1OC(C)(C)C(C)(C)O1

참가 물질

반응 조건

온도: 60 °C

실험 절차

Isolated by chromatography using deactivated silica gel and ethyl acetate and petroleum ether (10:1 to 1:1) as the eluent.

출처 및 근거

ORD 기록: ord-b15e03684040477e867fb0e7118ab17a
출처 데이터셋: Borylation dataset from Roche
DOI: 10.1002/anie.201907366

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참가 물질

반응물 1

HCID 966002N,3-dimethylbenzamide

생성물 1

HCID 133668341N,5-dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide수율 45%

시약·촉매·용매 4

HCID 2733548Bis(pinacolato)diborane시약

HCID 178433626HCID 178433626, 화합물시약

HCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridium촉매

HCID 8028Tetrahydrofuran용매

반응 조건

온도: 60 °C

실험 절차

Isolated by chromatography using deactivated silica gel and ethyl acetate and petroleum ether (10:1 to 1:1) as the eluent.

출처 및 근거

ORD 기록: ord-b15e03684040477e867fb0e7118ab17a
출처 데이터셋: Borylation dataset from Roche
DOI: 10.1002/anie.201907366

반응 노트

불러오는 중…