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Volumn , Issue 6, 2008, Pages 924-928

Silver(I)-catalyzed direct route to isoquinoline-N-oxides

Author keywords

AgOTf; Cycloisomerization; Heterocycles; Isoquinoline N oxide

Indexed keywords

ISOQUINOLINE DERIVATIVE; OXIDE; SILVER;

EID: 42049083546     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2008-1042936     Document Type: Article
Times cited : (84)

References (53)
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    • Representative Preparatory Procedure for Isoquinoline N-oxide 2a (Method B) To a solution of oxime 1a (20 mg, 0.090 mmol) in CH2Cl2 (1 mL) was added AgOTf (1.2 mg, 0.0045 mmol) and the mixture was stirred at r.t. for 30 min. The solvent was removed and the residue was purified by silica gel chromatography (CH 2Cl2-MeOH, 10:1) to give 17.0 mg (85, of 2a as a white solid (method A, To a mixture of Au(IMeS)Cl (5 mol, and AgOTf (5 mol, in CH2Cl2 (ca. 0.1 M) at r.t. was added substrate. Otherwise, a similar procedure to method B was followed. Compound 2a: 1H NMR (400 MHz, CDCl3, δ, 8.91 (s, 1 H, 7.93-7.76 (m, 4 H, 7.76-7.67 (m, 1 H, 7.67-7.54 (m, 2 H, 7.54-7.38 (m, 3 H, 13C NMR 100 MHz, CDCl3, δ, 147.8, 137.7, 133.5, 130.4, 130.1, 129.9, 129.74, 129.70, 129.5, 128.9, 127.3, 125.5, 125.1. HRMS: m/z calcd for
    • 3): δ = 157.6, 137.3, 134.8, 132.1, 129.4, 128.5, 127.5, 125.8, 122.9, 116.7, 38.1, 32.6, 23.0, 14.5.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.