1285494-90-7Relevant academic research and scientific papers
Method for synthesizing 3-selenoindole derivative
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Paragraph 0028-0030; 0032-0034; 0059-0063, (2020/11/12)
The invention belongs to the technical field of organic synthesis, and particularly relates to a method for synthesizing a 3-selenoindole derivative. Under the action of a non-metal additive, a compound 2-styryl aniline derivative and organic diselenide are used as raw materials, and tandem cyclization reaction is realized through a 'one-pot method', so that the 3-selenoindole derivative with a diversified structure is synthesized. The method is easy and convenient to operate, high in reaction selectivity, wide in universality, environmentally friendly and capable of avoiding use of metal reagents.
Synthesis of 3-Selenylindoles through Organoselenium-Promoted Selenocyclization of 2-Vinylaniline
Zhao, Zhiwei,Zhang, Yetong,Shao, Yinlin,Xiong, Wenzhang,Li, Renhao,Chen, Jiuxi
, p. 15015 - 15025 (2020/12/02)
A novel metal-free one-pot protocol for the synthesis of potential biologically active molecules 3-selenylindoles via intramolecular cyclization/selenylation with simple 2-vinylaniline has been developed with moderate to good yield, thus representing it as a facile route to diverse substitution patterns around the indole core. The reaction proceeded smoothly with a broad substrate scope and excellent functional group tolerance. Moreover, the present synthetic route could be readily scaled up to gram quantity without difficulty. Mechanistic studies have revealed that in situ formed selenium electrophile species may be the key intermediate for the selenocyclization process.
Synthesis of Polysubstituted 3-Chalcogenated Indoles through Copper(I) Iodide-Catalyzed Three-Component Domino Reactions
Gou, Rui,Zhang, Yi,Wu, Sheng-Wei,Liu, Feng
supporting information, p. 207 - 212 (2019/01/14)
Polysubstituted 3-chalcogenated indoles were synthesized by a three-component, one-pot, domino reaction of a N -(2-bromophenyl)trifluoroacetamide, a 1-alkyne, a disulfides or diselenides, CuI, and proline in DMF. In this process, tandem Sonogashira coupling, N-cyclization, and sulfenyl/selenyl electrophilic substitution occurred sequentially and smoothly to form the anticipated products in good to excellent yields (20 examples; 65-96%). Notably, no palladium catalyst was used in this catalytic system, supporting its cost effectiveness and potential industrial application.
Copper-catalyzed chalcogenoamination of 2-alkynylanilines with dichalcogenides for one-step synthesis of 3-sulfenylindoles and 3-selenylindoles
Li, Zhen,Hong, Longcheng,Liu, Ruiting,Shen, Jianzhong,Zhou, Xigeng
supporting information; experimental part, p. 1343 - 1347 (2011/04/15)
The copper-catalyzed chalcogenoamination of 2-alkynylanilines with dichalcogenides has been achieved under mild reaction conditions using the weak base Cs2CO3 in combination with air oxidant, providing a convenient and efficient meth
