101024-70-8Relevant academic research and scientific papers
Iodine(III)-mediated intramolecular sulfeno- and selenofunctionalization of β,γ-unsaturated tosyl hydrazones and oximes
Yu, Jing-Miao,Cai, Chun
, p. 490 - 498 (2018)
A cascade radical cyclization/sulfenylation or selenylation of β,γ-unsaturated hydrazones and oximes was realized under mild conditions with phenyliodine(iii) diacetate (PIDA) as the sole oxidant, leading to the construction of diversely functionalized heteroatom-containing pyrazoline and isoxazoline derivatives. This metal-free radical process is suggested to encompass a sequential C-N/O and C-S/Se bond fomation.
Intramolecular Chalcogenylation of Isooxazolines Mediated by PhICl 2and Diorganyl Disulfides or Diselenides
Zhang, Dongke,Zhang, Jingran,Li, Xiaoxian,Yu, Zhenyang,Li, Yadong,Sun, Fengxia,Du, Yunfei
, p. 411 - 420 (2021/10/05)
Reactive organosulfenyl chlorides (ArSCl) or selenenyl chlorides (ArSeCl), generated in situ from the reaction of PhICl 2with diorganyl disulfides or diselenides, enable the intramolecular oxidative cyclization/chalcogenylation of β,γ-unsaturated oximes, leading to the formation of a series of chalcogenylated isooxazolines in good to excellent yield.
BF3·OEt2-mediated cyclization of β,γ-unsaturated oximes and hydrazones withN-(arylthio/arylseleno)succinimides: an efficient approach to synthesize isoxazoles or dihydropyrazoles
Li, Hongji,Li, Pinhua,Wang, Pei-Long,Yang, Shichao,Yu, Wei
, p. 7165 - 7173 (2020/10/02)
A highly efficient BF3·OEt2-mediated cyclization of β,γ-unsaturated oximes and tosylhydrazones withN-(arylthio/arylseleno)succinimides has been established for the construction of N-heterocycles in a one-step manner. This metal-free cyclization provides direct access to isoxazoles and dihydropyrazoles in good to excellent yields at room temperature. The mechanistic experiments support the formation of a cationic species PhS+which plays a critical role in this cyclization process.
Room temperature iron(ii)-catalyzed radical cyclization of unsaturated oximes with hypervalent iodine reagents
Yang, Shichao,Li, Hongji,Li, Pinhua,Yang, Jingya,Wang, Lei
, p. 715 - 724 (2020/02/11)
Here, we disclose an iron(ii)-catalyzed I-O bond cleavage of Koser's hypervalent iodine reagents (HIRs) that initiated the radical cyclization of unsaturated oximes at room temperature. This strategy is successfully applied for the construction of the isoxazoline backbone in an efficient manner. In particular, the direct introduction of a TsO group into products facilitates their late-stage transformations in organic synthesis.
Synthesis method of 3-aryl-4,5-dihydroisoxazole-5-yl-methyl sulfonate and analogs
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Paragraph 0115-0118, (2020/01/25)
The invention discloses a synthesis method of 3-aryl-4,5-dihydroisoxazole-5-ylmethyl p-toluenesulfonate and analogs, belonging to the technical field of organic chemistry. Iron (II) is used to catalyze Koser high iodine reagent (HIRS) to promote I-O bond
REACTIONS OF NITRILE OXIDES WITH PHENYLSULPHINYLPROPA-1,2-DIENE AND 1-PHENYLTHIOPROP-2-ENE. NEW ROUTES TO FUNCTIONALIZED α,β-UNSATURATED KETONE EQUIVALENTS
Brown, Roger S.,Eyley, Stephen C.,Parsons, Philip J.
, p. 633 - 642 (2007/10/02)
Nitrile oxides add regiospecifically to the terminal double bonds in (1) and (3).The adducts (4a-e) were readily cleaved and converted into enone equivalents (8).
