33320-95-5Relevant academic research and scientific papers
Silica-supported zinc bromide (ZnBr2/SiO2): A highly efficient heterogeneous catalyst for coupling acid chlorides with terminal alkynes
Keivanloo, Ali,Bakherad, Mohammad,Bahramian, Bahram,Baratnia, Samaneh
, p. 1498 - 1502 (2011)
Silica-supported zinc bromide (ZnBr2/SiO2) is an efficient heterogeneous catalyst for the rapid synthesis of ynones by cross-coupling of acid chlorides with terminal alkynes in good to excellent yields under solvent-free conditions a
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
Selective Thiocyanation and Aromatic Amination to Achieve Organized Annulation of Enaminone with Thiocyanate
Feng, Xukai,Leng, Xin,Li, Jianli,Li, Yao,Liu, Hua,Liu, Lang,Liu, Ping,She, Mengyao,Zhang, Jun,Zhang, Shengyong,Zheng, Tingting
supporting information, p. 8396 - 8401 (2021/11/17)
A tandem insertion of thiocyanate to enamine was performed for the regioselective synthesis of multisubstituted benzoimidazo[2,1-b]thiazoles. This method was shown to be effective in addressing the issue of isomerization encountered in common strategies. With a change made to the leading group on the aniline fragment of enamine, the reaction achieved different transformations, thus enabling multisubstituted benzo[4,5]imidazo[2,1-b]thiazoles and thiazoles in satisfactory yields.
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
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
Photocatalytic Annulation-Alkynyl Migration Strategy for Multiple Functionalization of Dual Unactivated Alkenes
Zhao, Qi,Hao, Wen-Juan,Shi, Hao-Nan,Xu, Ting,Tu, Shu-Jiang,Jiang, Bo
supporting information, p. 9784 - 9789 (2019/12/24)
A novel photoredox catalysis for multiple functionalization of two different types of unactivated alkenes in a single operation was reported through a conceptually new mode of annulation-alkynyl migration. A wide array of cyclopentane carboxylates were sy
Nitromethane as a Carbanion Source for Domino Benzoannulation with Ynones: One-Pot Synthesis of Polyfunctional Naphthalenes and a Total Synthesis of Macarpine
Singh, Shweta,Samineni, Ramesh,Pabbaraja, Srihari,Mehta, Goverdhan
, p. 16847 - 16851 (2018/11/27)
A one-pot, transition-metal-free, domino Michael/SNAr protocol of general applicability has been devised for the regioselective synthesis of polyfunctional naphthalenes by employing nitromethane and ortho-haloaryl ynones. Utilization of nitromethane as a one carbon carbanion source that is incorporated into a variety of ynones, ends up as an aromatic nitro substituent. The application of this domino process towards a total synthesis of the polycyclic alkaloid macarpine demonstrate for the efficacy of this methodology. The conceptually simple approach to affect regioselective, multifunctional benzoannulation of ynones displays wide substrate scope and functional-group tolerance and has been implemented with substituted nitromethanes, as well as with alicyclic o-haloynones.
Two-Step Synthesis of Blue Luminescent (Pyrrol-3-yl)-1H-(aza)indazoles Based on a Three-Component Coupling-Cyclocondensation Sequence
Nordmann, Jan,Eierhoff, Svenja,Deni?en, Melanie,Mayer, Bernhard,Müller, Thomas J. J.
, p. 5128 - 5142 (2015/08/18)
(Pyrrol-3-yl)-1H-(aza)indazoles can be efficiently prepared by a two-step process that consists of a consecutive three-component coupling-cyclocondensation synthesis to give ortho-halo-3-acylpyrrol-3-yl-substituted (hetero)arenes followed by a cyclization
Efficient consecutive four-component synthesis of 5-acylpyrid-2-ones initiated by copper-free alkynylation
Nordmann, Jan,Breuer, Natascha,Mueller, Thomas J. J.
supporting information, p. 4303 - 4310 (2013/07/26)
A one-pot, consecutive, four-component synthesis of 5-acylpyrid-2-ones initiated by Pd/cataCXium ABn catalysis proceeds under mild reaction conditions and in good yields, with a broad scope of three points of diversity. This sequence is superio
