Preparation and reactions of samarium diiodide in nitriles

Hamann, B.; Namy, Jean‐Louis; Kagan, Henri B.

doi:10.1016/0040-4020(96)00861-7

Cited by 42 publications

(28 citation statements)

References 8 publications

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“…Encouraged by these results, the same method employing iodine was successfully used to generate SmI 2 in CH 3 CN, DME, 2‐propanol, 2‐methyl‐2‐propanol, and 2‐heptanol. The concentration of SmI 2 in CH 3 CN obtained (0.05 M ) is comparable to existing methods and the concentration of SmI 2 obtained in DME (0.03 M ) is approximately 33 % higher than previous reports 6–7. SmI 2 generated in neat 2‐propanol (0.02 M ), 2‐methyl‐2‐propanol (0.05 M ), and 2‐heptanol (0.04 M ) are new species that have not been reported in the literature to date.…”

Section: Resultssupporting

confidence: 79%

Six of the Best, Upper GI

2005

British Journal of Surgery

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Aims: Delay in cholecystectomy after admission with symptomatic gallstone disease leaves potential for further morbidity in the interim period. In a district general hospital setting we analysed this time period and the intervening symptoms and morbidity. Methods: A study of patients with an admitting diagnosis related to the sequelae of cholelithiasis was conducted over a 2-years period between 2001 and 2003. Data were collected prospectively. Results: A total of 279 patients were admitted with cholelithiasis (210 with biliary colic, 34 with cholecystitis, 7 with cholangitis and 28 with pancreatitis) of whom 248 had a cholecystectomy at a mean of 237 (range, 8-803) days.There was a significant difference in waiting time for those patients originally admitted with pancreatitis secondary to cholelithiasis and for other sequelae (134 versus 249 days). Fifty-seven (23%) of the patients had unplanned admission(s) while waiting for a cholecystectomy of which 23 (40%) were readmitted within 4 weeks. Conclusions: Delays in cholecystectomy following admission for complications of gallstone disease even of a period of 4 weeks is linked with high readmission rates and with associated morbidity and cost implication.

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Section: Resultssupporting

confidence: 79%

Six of the Best, Upper GI

2005

British Journal of Surgery

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“…4‐Methyl‐1,2‐decadien‐4‐ol (2n): The reaction of CuI (190.6 mg, 1.00 mmol), paraformaldehyde (480.7 mg, 16.01 mmol), 1n (1.5403 g, 9.98 mmol), and i Pr 2 NH (1.98 mL, d = 0.716 g mL –1 , 1.4177 g, 14.01 mmol) in dioxane (15 mL) afforded 2n 11g (1.2535 g, 74 %) after purification (eluent for chromatography: petroleum ether/ethyl acetate, 5:1) as a liquid. 1 H NMR (300 MHz, CDCl 3 ): δ = 5.24 (t, J = 6.6 Hz, 1 H, C=CH), 4.84 (d, J = 6.6 Hz, 2 H, C=CH 2 ), 1.87 (s, 1 H, OH), 1.59–1.45 (m, 2 H, CH 2 ), 1.39–1.18 (m, 11 H, CH 3 and 4 × CH 2 ), 0.85 (t, J = 6.4 Hz, 3 H, CH 3 ) ppm.…”

Section: Methodsmentioning

confidence: 99%

CuI‐Catalyzed Synthesis of Functionalized Terminal Allenes from 1‐Alkynes

Luo

2013

Eur J Org Chem

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Relative to our original protocol that uses CuI (0.5 equiv.), paraformaldehyde (2.5 equiv.), and dicyclohexylamine (1.8 equiv.), a facile and efficient protocol for the gram‐scale synthesis of functionalized terminal allenes by using CuI (7.5–10 mol‐%), paraformaldehyde (1.6 equiv.), and diisopropylamine (1.4 equiv.) has been developed. This method accommodates different functional groups such as hydroxy or carbonyl, and it also performed well in the synthesis of allenylamides and 2,3‐butadien‐1‐ol.

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“…[ [6][7] SmI 2 generated in neat 2-propanol (0.02 ), 2-methyl-2-propanol (0.05 ), and 2-heptanol (0.04 ) are new species that have not been reported in the literature to date. Figure 1 shows the UV/Vis spectrum for SmI 2 generated in each solvent using highintensity ultrasound.…”

Section: Generation Of Smimentioning

confidence: 96%

Generation of Sm^II Reductants Using High Intensity Ultrasound

et al. 2008

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Ultrasound (20 kHz) was used to prepare samarium(II) diiodide (SmI2), samarium(II) dibromide (SmBr2), and samarium(II) triflate (SmOTf)2. The method described herein provides a straightforward and rapid approach to the synthesis of SmII compounds not accessible by other means. Of particular importance is the fact that this approach can be used to produce SmII‐based reductants in a wide range of solvents including alcohols. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

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Preparation and reactions of samarium diiodide in nitriles

Cited by 42 publications

References 8 publications

Six of the Best, Upper GI

Six of the Best, Upper GI

CuI‐Catalyzed Synthesis of Functionalized Terminal Allenes from 1‐Alkynes

Generation of Sm^II Reductants Using High Intensity Ultrasound

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Preparation and reactions of samarium diiodide in nitriles

Cited by 42 publications

References 8 publications

Six of the Best, Upper GI

Six of the Best, Upper GI

CuI‐Catalyzed Synthesis of Functionalized Terminal Allenes from 1‐Alkynes

Generation of SmII Reductants Using High Intensity Ultrasound

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Product

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Generation of Sm^II Reductants Using High Intensity Ultrasound