A Simple Synthesis of the S<sub>2</sub>O Source, 4,5-Diphenyl-1,2-dithiin-1-oxide

Fulcher, Brian C.; Hunter, Michelle L.; Welker, Mark E.

doi:10.1080/00397919308009771

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Cited by 13 publications

(2 citation statements)

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“…The first one is a classic Kumada cross-coupling reaction starting from requisite vinyl halides (method 1). [45][46][47] In the second process, the cross-coupling is mediated with palladium from the propargyl carbonate 3 and the corresponding boronic acids (method 2). 48 A Kumada coupling of 3-(a-bromovinyl)-2,5-dimethylthiophene (1 eq.)…”

Section: Resultsmentioning

confidence: 99%

New photochromic diarylethenes including P and Si atoms

2009

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Section: Resultsmentioning

confidence: 99%

New photochromic diarylethenes including P and Si atoms

2009

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“…Trapping of Sulfur Monoxide from the Decomposition of Thiirane 1-Oxide 8 with 2,3-Diphenyl-1,3-butadiene (20). 2,3-Diphenyl-1,3-butadiene ( 20 ) (0.129 g, 0.625 mmol) was added to a mixture of adamantylideneadamantanethiirane 1-oxide ( 8 ) (0.593 g, 1.875 mmol) in 30 mL of dry toluene. The solution was refluxed for 24 h under a nitrogen atmosphere.…”

Section: Methodsmentioning

confidence: 99%

Effective Precursors for Sulfur Monoxide Formation

Abu‐Yousef

Harpp

1997

J. Org. Chem.

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When triphenylmethanesulfenyl chloride (12) (or its thio 13 or dithio homolog 14) are treated with hindered olefins 15 and 16, thiiranes 10 and 11 are produced in high isolated yields (ca. 94%). Treatment of 10 and 11 with m-chloroperoxybenzoic acid (m-CPBA) leads to the formation of thiirane 1-oxides 8 and 9 (99% isolated yields). The structures of 8-11 were established by (1)H and (13)C NMR, mass spectrometry as well as by X-ray. Thermal decomposition of either 8 or 9 smoothly delivers sulfur monoxide to various 1,3-dienes giving cyclic sulfoxides in good yield. A variety of conditions were employed to optimize the yield of the trapped adducts.

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