34837-55-3Relevant articles and documents
Structural isomerism in (p-XC6H4)SeCl3 and (p-XC6H4)SeBr3 (X = F, Cl) compounds. Co-crystallisation of cis- and trans-dimeric forms of (p-ClC6H 4)SeCl2(μ-Cl)2(p-ClC6H4)SeCl2. A new structural modification for the "phSeBr" reagent, Ph2Se2Br2, containing an elongated Se-Se bond
Barnes, Nicholas A.,Godfrey, Stephen M.,Ollerenshaw, Ruth T. A.,Khan, Rana Z.,Pritchard, Robin G.
, p. 14583 - 14593 (2012)
A series of di(para-halophenyl)diselenides, (p-XC6H 4)2Se2 (X = F, Cl) have been reacted with three equivalents of SO2Cl2 or Br2, leading to the formation of selenium(iv) RSeX3 compounds. The structures of (p-FC6H4)SeX3 (X = Cl, Br) have been determined, and both exhibit a dimeric RSeX2(μ-X) 2RSeX2 structure consisting of two "saw-horse" (p-FC6H4)SeX3 units linked by two halide bridges, with an overall square pyramidal geometry at selenium. In both structures all the selenium and halogen atoms are planar, with both aryl rings located on the same side of the Se2X6 plane (cis-isomer). The structure of (p-ClC6H4)SeCl3 also adopts a planar dimeric structure, however both cis- and trans-dimeric molecules are co-crystallised in the unit cell. In contrast, the structure of (p-ClC 6H4)SeBr3 adopts a folded cis-dimeric structure due to steric constraints. Secondary Se...X interactions to the "vacant" sixth coordination site at selenium are a feature of most of these structures, but are most prominent in the folded structure of (p-ClC 6H4)SeBr3. A re-examination of the PhSeBr/PhSeBr3 system resulted in the isolation of crystals of a second structural form of "PhSeBr". The structure of Ph 2Se2Br2 consists of two PhSeBr units linked by an elongated Se-Se bond of 2.832(4) A, and longer secondary Se...Br interactions of 3.333(4) A to form a chain structure. Further weak Se...Br and Br...Br interactions are present, which form loosely linked rippled sheets of selenium and bromine atoms, similar to the sheets observed for the tetrameric form, Ph4Se4Br4.
Diastereoselective Manipulations of Bicyclo[m.1.0]alkane Derivatives. 4. Reactions of Nucleophiles with Bicyclo[m.1.0]alk-3-en-2-ones
Mash, Eugene A.,Gregg, Timothy M.,Baron, James A.
, p. 8513 - 8521 (1997)
Enantiomerically enriched bicyclo[m.1.0]alk-3-en-2-ones possessing 8-, 12-, and 15-membered rings were prepared and subjected to additions of nucleophiles. 1,2-Additions of n-butyllithium were highly diastereoselective for all cyclopropyl enones examined. Reactions of (Z)-bicyclo[6.1.0]non-3-en-2-one and (E)-bicyclo[13.1.0]hexadec-3-en-2-one with dimethyloxosulfonium methylide were highly diastereoselective, while reaction of (E)-bicyclo[10.1.0]tridec-3-en-2-one with this reagent was not diastereoselective. In contrast, 1,4-additions of lithium diorganocuprates were highly diastereoselective for the 8- and 12-membered enones but were not diastereoselective for the 15-membered enone. All reactions were chemically efficient. The diastereoselectivities observed for 1,2-additions, which are thought to involve early transition states, can be rationalized by consideration of the low-energy conformations of each cyclopropyl enone. The diastereoselectivities observed for 1,4-additions, which may involve late transition states, do not correlate simply with the lowest energy conformations of these enones.
Synthesis method of selenium-containing isochroman compound
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Paragraph 0046; 0057, (2021/05/29)
The invention discloses a synthesis method of a selenium-containing isochroman compound. The synthesis method comprises the following steps: under the protection of nitrogen, adding N-phenylseleno saccharin (NPSSac) into a reactor, then adding dichloromethane to completely dissolve the N-phenylseleno saccharin, adding a 1-[(cinnamoxy) methyl]-3, 4, 5-trimethoxy benzene compound and boron trifluoride diethyl etherate after the N-phenylseleno saccharin is completely dissolved, stirring at 20-60 DEG C for 2-6 hours until the reaction is complete, and after the reaction is finished, quenching, extracting, combining organic phases, drying, concentrating, separating and purifying to obtain the selenium-containing isochroman compound. The synthesis method disclosed by the invention is relatively easy to operate, mild in reaction condition, relatively high in yield, environment-friendly and suitable for large-scale industrial production.
Synthesis method of isochroman compound
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Paragraph 0046; 0055; 0060; 0069; 0073; 0082, (2021/05/15)
The invention discloses a synthesis method of an isochroman compound, which comprises the following steps of adding dichloromethane and phosphorus tribromide into 3, 4, 5-trimethoxy benzyl alcohol, and reacting to obtain 1-bromomethyl-3, 4, 5-trimethoxy benzene, adding tetrahydrofuran, cinnamyl alcohol, sodium hydride and 1-bromomethyl-3, 4, 5-trimethoxybenzene into a reactor, and reacting to obtain 1-[(cinnamyl oxy)methyl]-3, 4, 5-trimethoxybenzene, adding cyanuric acid into a reactor containing a potassium hydroxide aqueous solution to react, dropwise adding a silver nitrate aqueous solution, and reacting to obtain silver isocyanurate, adding silver isocyanurate, phenyl selenium bromide and anhydrous dichloromethane into a reactor, and reacting to obtain N, N, N-triphenyl seleno isocyanurate, reacting N, N, N-triphenyl seleno isocyanurate, dichloromethane, boron trifluoride diethyl etherate and a 1-[(cinnamyl oxy)methyl]-3, 4, 5-trimethoxybenzene compound to obtain a target product. The method is simple in reaction operation, mild in reaction condition, relatively high in yield and environment-friendly.
