67229-90-7Relevant academic research and scientific papers
Intermolecular [2 + 2] Photocycloaddition of α,β-Unsaturated Sulfones: Catalyst-Free Reaction and Catalytic Variants
Jeremias, Noah,Mohr, Lisa-Marie,Bach, Thorsten
supporting information, p. 5674 - 5678 (2021/08/03)
2-Aryl-1-sulfonyl-substituted cyclobutanes were prepared in an intermolecular [2 + 2] photocycloaddition from various α,β-unsaturated sulfones and olefins upon irradiation at λ = 300 nm (26 examples, 60-99% yield). Lewis acids catalyzed the [2 + 2] photocycloaddition of 2-benzimidazolyl styryl sulfones. At short wavelengths, the latter substrates underwent C-S bond cleavage but AlBr3 (5 mol %) allowed for an intermolecular reaction with 2,3-dimethyl-2-butene at longer wavelengths. A chiral-at-metal Lewis acid (2 mol %) facilitated an enantioselective reaction (up to 77% ee).
A synthetic E - alkene base sulphone compounds
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Paragraph 0035; 0036, (2017/08/14)
The invention discloses a method for synthesizing an E-alkenyl sulfone compound, which comprises the following steps: dissolving phenylsulfonyl hydrazone in a DMF (N,N-dimethylformamide) solvent, adding iodobenzene diacetate and potassium carbonate, and r
PhI(OAc)2-mediated decomposition of N-arylsulfonyl hydrazones: metal-free synthesis of (E)-vinyl sulfones
Luo, Zaigang,Fang, Yuyu,Zhao, Yu,Xu, Xuemei,Feng, Chengtao,Li, Zhong,Zhang, Xiaomei,He, Jie
supporting information, p. 4105 - 4108 (2016/08/18)
A novel and efficient approach for the preparing of (E)-vinyl sulfones via PhI(OAc)2-mediated decomposition of ketone-derived N-arylsulfonyl hydrazones has been developed. The generation of α- or β-substituted vinyl sulfones was affected by the
Electrosynthesis of (E)-Vinyl Sulfones Directly from Cinnamic Acids and Sodium Sulfinates via Decarboxylative Sulfono Functionalization
Qian, Peng,Bi, Meixiang,Su, Jihu,Zha, Zhenggen,Wang, Zhiyong
, p. 4876 - 4882 (2016/07/06)
A variety of (E)-vinyl sulfones were constructed directly from cinnamic acids and sodium sulfinates with high regioselectivity at room temperature by virtue of an electrocatalytic oxidation. A radical intermediate was detected, and the corresponding mecha
Phenylsulfonylacetic acid: Condensations onto aryl aldehydes
Forbes, David C.,South, Mike S.,Rengasamy, Rajesh,Obiako, Adirika J.,Battiste, David R.
, p. 413 - 421 (2015/06/22)
A study involving scope in the condensation reaction of phenylsulfonylacetic acid with a series of carbonyl derivatives has been conducted. Reactivity trends favor formation of the corresponding vinyl sulfones when working with aryl aldehydes. Electron-de
PhI(OAc)2 mediated decarboxylative sulfonylation of β-aryl-α,β-unsaturated carboxylic acids: A synthesis of (E)-vinyl sulfones
Katrun, Praewpan,Hlekhlai, Sornsiri,Meesin, Jatuporn,Pohmakotr, Manat,Reutrakul, Vichai,Jaipetch, Thaworn,Soorukram, Darunee,Kuhakarn, Chutima
supporting information, p. 4785 - 4794 (2015/04/27)
A highly efficient metal-free decarboxylative sulfonylation protocol for the preparation of (E)-vinyl sulfones from of β-aryl-α,β-unsaturated carboxylic acids using sodium sulfinates and (diacetoxyiodo)benzene (PhI(OAc)2) was developed. This strategy offers a simple and expedient synthesis of (E)-vinyl sulfones bearing a wide variety of functional groups. A radical-based pathway has been proposed for this decarboxylative sulfonylation reaction.
Photoredox α-vinylation of α-amino acids and N -aryl amines
Noble, Adam,MacMillan, David W. C.
, p. 11602 - 11605 (2014/11/08)
A new coupling protocol has been developed that allows the union of vinyl sulfones with photoredox-generated α-amino radicals to provide allylic amines of broad diversity. Direct C-H vinylations of N-aryl tertiary amines, as well as decarboxylative vinylations of N-Boc α-amino acids, proceed in high yield and with excellent olefin geometry control. The utility of this new allyl amine forming reaction has been demonstrated via the syntheses of several natural products and a number of established pharmacophores.
Copper-catalyzed aerobic decarboxylative sulfonylation of cinnamic acids with sodium sulfinates: Stereospecific synthesis of (E)-alkenyl sulfones
Jiang, Qing,Xu, Bin,Jia, Jing,Zhao, An,Zhao, Yu-Rou,Li, Ying-Ying,He, Na-Na,Guo, Can-Cheng
, p. 7372 - 7379 (2014/09/16)
A copper-catalyzed aerobic decarboxylative sulfonylation of alkenyl carboxylic acids with sodium sulfinates is developed. This study offers a new and expedient strategy for stereoselective synthesis of (E)-alkenyl sulfones that are widely present in biolo
STEREOSELECTIVE ONE-POT SYNTHESIS OF VINYL SULFONES FROM METHYL PHENYL SULFONE
Lee, Jae Wook,Oh, Dong Young
, p. 2209 - 2212 (2007/10/02)
Vinyl sulfones are stereoselectively prepared in high yields in one-pot by the Wittig-Horner reaction via phosphorylation of methyl phenyl sulfone at low temperature.
