HCID 3869638, 화합물 → HCID 178427431, 화합물

HRID 1490760노트

반응식

HRID 1490760 반응식
Cc1ccc(S(=O)(=O)NCc2ccccc2C(F)(F)F)cc1>C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCOC1.CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.C[OH2+].C[OH2+].[Ir].[Ir]>Cc1ccc(S(=O)(=O)NCc2cc(B3OC(C)(C)C(C)(C)O3)ccc2C(F)(F)F)cc1.Cc1ccc(S(=O)(=O)NCc2ccc(B3OC(C)(C)C(C)(C)O3)cc2C(F)(F)F)cc1

참가 물질

7

반응물 1

HCID 3869638HCID 3869638, 화합물

생성물 2

HCID 178427430HCID 178427430, 화합물수율 28%HCID 178427431HCID 178427431, 화합물수율 56%

시약·촉매·용매 4

HCID 2733548Bis(pinacolato)diborane시약HCID 42491874,4'-Di-tert-butyl-2,2'-bipyridyl시약HCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridium촉매HCID 8028Tetrahydrofuran용매

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온도
35 °C

실험 절차

Following general procedure F using 4‐methyl‐N‐(2‐(trifluoromethyl)benzyl)benzenesulfonamide (82.3 mg, 0.25 mmol), B2pin2 (95 mg, 0.375 mmol), [Ir(COD)OMe]2 (2.5 mg, 0.00375 mmol) and dtbpy (2.0 mg, 0.0075 mmol) in THF (1.25 mL). The reaction was stirred at 35 °C* for 20 hours before cooling and the solvents removed. Analysis of crude 1 H NMR using internal standard 1,2‐dimethoxyethane showed 1:2 meta:para borylation in 84% yield. As the para isomer could be characterised from the reaction with 1a the product was not isolated.

출처 및 근거

ORD 기록
ord-6981e13bd7c14dcc934ee4bdf61b853f
출처 데이터셋
Borylation dataset from Roche

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