Some Substituted Acetophenones<sup>1</sup>

Campaigne, E.; Reid, Wm. Bradley

doi:10.1021/ja01212a504

Cited by 14 publications

(6 citation statements)

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“…These authors suggested for the first time" 1 the name sulfine for thiocarbonyl S-oxides to indicate the structural relationship with sulfenes, which are thiocarbonyl S,Sdioxides' 11 . In the same year the first thioaldehyde 5-oxide 4 was Downloaded by [McMaster University] at 10:58 03 December 2014 prepared by Strating, Thijs and Zwanenburg" 0 ' also employing the dehydrochlorination method.…”

Section: Chartmentioning

confidence: 99%

Advances in Sulfine Chemistry

Zwanenburg¹,

Damen²,

Philipse³

et al. 1999

Phosphorus, Sulfur, and Silicon and the Related Elements

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Sulfines (thione S-oxides) are nonlinear sulfur centered heterocumulenes formally derived from sulfur dioxide by replacing one oxygen by a carbon atom. In the introduction historical highlights are presented. A section is devoted to some recent developments regarding the synthesis of sulfines, viz. via oxidation by dimethyl dioxirane, and the reaction of silyl enol ethers and active methylene compounds, respectively, with thionyl chloride in the presence of a tertiairy amine base. Enethiolization of sulfines to vinylsulfenic acid is discussed in terms of its entrapment by an intramolecular reaction with an olefin. In this context also the optical integrity of sulfines having a stereogenic center at C-cc is described. In the final section the Diels-Alder type cycloaddition reaction to give dihydrothiopyran S-oxides, with special focus on the asymmetric induction, is reported.

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Section: Chartmentioning

confidence: 99%

Advances in Sulfine Chemistry

Zwanenburg¹,

Damen²,

Philipse³

et al. 1999

Phosphorus, Sulfur, and Silicon and the Related Elements

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“…As determined by internal standard, the best yield for iodobenzene 5 (88%) was obtained from a reaction of 2a with three equivalents of potassium iodide at 50 °C (entry 2) . Purification of the crude product by column chromatography confirmed this result and led to an identical yield of 88%, which corresponds to 2.09 g on the 10 mmol reaction scale.…”

Section: Resultsmentioning

confidence: 99%

Denitrification Combined with Diazotization of Anilines and the Synthesis of 4′-Chlorobiphenyl-2,5-diamine and 1-Chloro-4-iodobenzene

Hofmann

et al. 2015

Org. Process Res. Dev.

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The diazotization of anilines in aqueous solution has been found to be highly useful as a key reaction step to achieve the denitrification of lowconcentrated nitrogen dioxide in air. The diazonium salt from the wet scrubberalthough obtained in highly diluted aqueous solutionwas shown to be directly applicable in a radical Gomberg-Bachmann aryl−aryl coupling and a Sandmeyer iodination reaction.

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“…imines 1 and 5). aid of prochiral N-alkyl probes (e.g., 14), since such compounds possess a molecular a plane that passes through the N-R moiety in the bisected conformation depicted in 14; hence, the paired geminal substituents in the N-R group are enantiotopic and isochronous.4 However, if R is chiral (e.g., 15) the o-methyl groups (and the m-hydrogen atoms) will be 1.29 (3 H, d, Vhch = 6.4 Hz, CHCH3), 1.59 (3 H, s, 0-CH3), 2.11 (3 H, s, =CCH3), 2.17 and 2.24 (each 3 H, s, 0-CH3' and p-CH3>, 3.98 (1 H, q, VHcch = 6.4 Hz, NCH), 6.68 (1 H, s, meta H), 6.78 (1 H, s, meta H'), and 7.11 (5 H, br s, CeHs). The =CCD3 analogue of 15 (prepared by deuterium exchange with CD3OD) showed the same chemical shifts in CCI4 solution, except that the signal at b 2.11 had disappeared, thus confirming the assignment of this signal to the =CCH3 group.…”

Section: Resultsmentioning

confidence: 99%