The synthesis of RP 65479 a novel, potent potassium channel opener.

Hart, Terance W.; Guillochon, Didier; Perrier, Guy; Sharp, B. W.; Vacher, Bernard

doi:10.1016/s0040-4039(00)61206-6

Cited by 24 publications

(7 citation statements)

References 6 publications

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“…13 2-(Pyridin-3-yl)cyclohexanone (12b). 42 12b was synthesized from cyclohexan-1-one (1.1 mmol, 1.1 equiv, 105.7 mg, 106.5 μL) and 3iodopyridine (1.0 mmol, 1 equiv, 205.0 mg) according to the general procedure described above, yielding a yellow oil. Yield, 111.8 mg, 63.8%.…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

Palladium-Catalyzed Direct α-C(sp3) Heteroarylation of Ketones under Microwave Irradiation

et al. 2019

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Heteroaryl compounds are valuable building blocks in medicinal chemistry and chemical industry. A palladium-catalyzed direct α-C(sp3) heteroarylation of ketones under microwave irradiation is developed and reported in this study. Under optimized conditions, twenty-eight (28) heteroarylated ketones were prepared in this study to demonstrate the substrate scope of this reaction. The ground-state optimized structure of Pd(0) active catalyst with 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (XPhos) in toluene, and the products of its reaction with 3-bromopyridine and acetophenone were studied using all-atom density functional theory. This study provided insightful information for palladium catalytic system design to generate heteroaryl compounds.

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Section: ■ Experimental Sectionmentioning

confidence: 99%

Palladium-Catalyzed Direct α-C(sp3) Heteroarylation of Ketones under Microwave Irradiation

et al. 2019

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“…The second sulfoxide, RP 52891 ( 14 , Figure ), was discovered in the same manner. 2-(3-Pyridyl)tetrahydrothiopyran 76 has been synthesized in the optimization process of antisecretary and antiulcer activity of 2-(2-pyridyl)tetrahydrothiophene-2-carbothioamides such as picartamide (Figure ) . In general screening, compound 76 was shown to have antihypertensive activity in the spontaneously hypertensive rats (SHAR) screen.…”

Section: Some Applicationsmentioning

confidence: 99%

Recent Developments in the Synthesis and Utilization of Chiral Sulfoxides

2003

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“…Accompanied by the precipitation of silver halide, the corresponding carbocation is formed and further promotes the rearrangement. In the synthesis of potent potassium channel opener RP 65479 (Scheme 16), 17 Hart et al obtained ketone 13 in 95% yield by a AgClO 4 -mediated semipinacol rearrangement of bromohydrin 12.…”

Section: Mementioning

confidence: 99%