16619-64-0Relevant academic research and scientific papers
Synthesis of chromeno[2,3-c]pyrrol-9(2H)-ones by domino Michael-Claisen-SNAr reactions of amino acid esters with 2-chlorophenylpropynones
Dang, Tuan T.,Ehlers, Peter,Langer, Peter,Miliutina, Mariia,Nguyen Tien, Tuan Anh,Radolko, Jan,Thom, Richard
, (2021/12/24)
The domino reaction of amino acid esters with 2-chlorophenylpropynones, readily available by Sonogashira reactions of 2-chlorobenzoylacetylenes, afforded novel chromeno[2,3-c]pyrrol-9(2H)-ones. The domino reaction involves three steps, i.e. Michael, Clais
Elemental chalcogen (Se, S) in PEG-400 to the synthesis of seleno- And thioflavones from 2-chlorophenyl ethynyl ketone and nucleophilic species of chalcogen
Barcellos, Angelita M.,Barcellos, Thiago,Bartz, Ricardo H.,Jacob, Raquel G.,Nobre, Patrick C.,Peglow, Thiago J.,Perin, Gelson,Silva, Márcio S.
, p. 1541 - 1551 (2021/07/06)
An alternative green method was developed for the synthesis of thio- and selenoflavones by the ring closure of 2-chlorophenyl ethynyl ketone with NaHY (Y = S, Se). These nucleophilic chalcogen species were generated in situ using NaBH4 to reduc
Synthesis of 2-isoxazolyl-2,3-dihydrobenzofuransviapalladium-catalyzed cascade cyclization of alkenyl ethers
Zhou, Fei,Li, Can,Li, Meng,Jin, Yangbin,Jiang, Huanfeng,Zhang, Yingjun,Wu, Wanqing
supporting information, p. 4799 - 4802 (2021/05/25)
A novel palladium-catalyzed cascade cyclization reaction of alkenyl ethers with alkynyl oxime ethers for the construction of poly-heterocyclic scaffolds has been developed, in which the electron-rich alkene moiety functions as a three-atom unit, simultaneously dealing well with the coordination and regioselectivity of electron-rich olefins under metal catalysis. The strategy features excellent regio- and chemoselectivities as well as good functional group tolerance. Moreover, the newly formed 2-isoxazolyl-2,3-dihydrobenzofuran products can be further transformed to diverse complex heterocycles, demonstrating their potential applications in organic synthesis and medicinal chemistry.
Methylation Alkynylation of Terminal Alkenes via 1,2-Alkynyl Migration Using Dicumyl Peroxide as the Methyl Source
Qin, Yi-Qun,Chen, De,Liu, Liang,Zhang, Jia-Jia,Peng, Xin-Ju,Luo, Yong-Yue,Deng, Wei,Xiang, Jiannan
, p. 4700 - 4708 (2021/08/31)
The metal-free oxidative alkene methylation/alkynylation of 1,4-enyn-3-ols with an organic peroxide as the methyl source has been developed, which provides straightforward and practical access to the challenging quaternary-carbon-containing but-3-yn-1-one
Synthesis and Characterization of Ag@g?C3N4 and Its Photocatalytic Evolution in Visible Light Driven Synthesis Of Ynone
Patel, Sunil B.,Vasava, Dilip V.
, p. 631 - 641 (2019/12/03)
The primary aim of this work is to synthesize photocatalyst to promote the synthesis of ynones. In this context, we synthesized AgNPs@g?C3N4 nanocomposite. The nanocomposite was characterized by using SEM, HR-TEM, XRD, EDS, ICP-AES,
Base-Promoted Michael Addition/Smiles Rearrangement/ N-Arylation Cascade: One-Step Synthesis of 1,2,3-Trisubstituted 4-Quinolones from Ynones and Sulfonamides
Liu, Jing,Ba, Dan,Lv, Weiwei,Chen, Yanhui,Zhao, Zemin,Cheng, Guolin
supporting information, p. 213 - 223 (2019/12/11)
A general, practical, and environmentally friendly protocol to synthesize 1,2,3-trisubstituted 4-quinolones from readily available ynones and sulfonamides was developed. The construction of one C?C bond and two C?N bonds via cleavage of one N?S, one C?S,
Synthesis of 3-(2-quinolyl) chromones from ynones and quinoline: N -oxides via tandem reactions under transition metal- And additive-free conditions
Liu, Jing,Ba, Dan,Chen, Yanhui,Wen, Si,Cheng, Guolin
supporting information, p. 4078 - 4081 (2020/04/20)
A novel method for the synthesis of 3-(2-quinolyl) chromones through a tandem [3+2] cycloaddition/ring-opening/O-arylation from ynones and quinoline N-oxides has been developed. This protocol proceeds under transition metal- and additive-free conditions a
Palladium-Catalyzed Oxidative C≡C Triple Bond Cleavage of 2-Alkynyl Carbonyl Compounds Toward 1,2-Dicarbonyl Compounds?
Hu, Ming,Li, Jin-Heng,Luo, Mu-Jia,Zhou, Ming-Bo
supporting information, p. 553 - 558 (2020/04/20)
A new, general palladium-catalyzed oxidative strategy for the cleavage of the C≡C triple bond is presented. By employing PdCl2, CuBr2, TEMPO and air as the catalytic system and H2O as the carbonyl oxygen atom source, a wide range of 2-alkynyl carbonyl compounds, including 1,3-disubstituted prop-2-yn-1-ones, propiolamides and propiolates, lost an alkynyl carbon to access various 1,2-dicarbonyl compounds, e.g., 1,2-diones, 2-keto amides and 2-keto esters, through Wacker oxidation, intramolecular cyclization and C—C bond cleavage cascades.
Selective Insertion of Alkynes into C-C σ Bonds of Indolin-2-ones: Transition-Metal-Free Ring Expansion Reactions to Seven-Membered-Ring Benzolactams or Chromone Derivatives
Wang, Mengdan,Yang, Yajie,Song, Bo,Yin, Liqiang,Yan, Shuhui,Li, Yanzhong
, p. 155 - 159 (2020/01/03)
An unprecedented ring expansion reaction of indolin-2-ones with alkynyl ketones under transition-metal-free conditions has been developed. Base-promoted selective cleavage of a C-C σ bond of the amide is the key in this process, which provides a straightf
Access to 2-Alkyl/Aryl-4-(1 H)-Quinolones via Orthogonal "nH3" Insertion into o-Haloaryl Ynones: Total Synthesis of Bioactive Pseudanes, Graveoline, Graveolinine, and Waltherione F
Mehta, Goverdhan,Nerella, Sharanya,Pabbaraja, Srihari,Singh, Shweta
, (2020/02/22)
An efficient one-pot synthesis of 4-(1H)-quinolones through an orthogonal engagement of diverse o-haloaryl ynones with ammonia in the presence of Cu(I), involving tandem Michael addition and ArCsp2-N coupling, is presented. The substrate scope of this convenient protocol, wherein ammonium carbonate acts as both an in situ ammonia source and a base toward diverse 2-substituted 4-(1H)-quinolones, has been mapped and its efficacy validated through concise total synthesis of bioactive natural products pseudanes (IV, VII, VIII, and XII), graveoline, graveolinine, and waltherione F.
