33342-25-5Relevant academic research and scientific papers
Direct (Hetero)arylation of Heteroarenes Catalyzed by Unsymmetrical Pd-PEPPSI-NHC Complexes under Mild Conditions
Song, A-Xiang,Zeng, Xiao-Xiao,Ma, Bei-Bei,Xu, Chang,Liu, Feng-Shou
, p. 3524 - 3534 (2020/10/09)
With the aim of developing a facile and efficient method to access structurally intriguing and valuable functionalized (hetero)aryls, two unsymmetrical Pd-PEPPSI-type NHC complexes (PEPPSI, pyridine-enhanced precatalyst preparation, stabilization, and initiation; NHC, N-heterocyclic carbene) were designed and synthesized to catalyze the direct arylation of heteroarenes with (hetero)aryl bromides. The results demonstrated that the utilization of this "unsymmetrical"strategy led to much higher efficiency in comparison to the commonly used C2-symmetric Pd-PEPPSI-type NHC complexes. Furthermore, a broad range of heteroaromatics and (hetero)aryl bromide partners with a wide variety of functional groups were all amenable to the developed protocol even at as low as 0.05 mol % catalyst loading and under aerobic conditions. More importantly, along with our study, we also found that the present protocol could provide expedient access to the gram-scale synthesis of the muscle relaxant drug dantrolene and conjugated mesopolymers.
Merging visible-light photoredox and micellar catalysis: Arylation reactions with anilines nitrosated in situ
Bu, Mei-Jie,Lu, Guo-Ping,Jiang, Jianzhong,Cai, Chun
, p. 3728 - 3732 (2018/08/12)
An aqueous photocatalytic system was designed by merging visible-light photoredox catalysis with micellar catalysis. Eosin B, an organic dye, was utilized as the photocatalyst, and Triton X-100 was employed as the surfactant; both are inexpensive and commercially available. This clean and energy-saving catalytic system enables photocatalytic reactions of the diazonium ion generated in situ to proceed smoothly in water without any co-solvents or additives at room temperature.
PROCESS FOR THE SYNTHESIS OF ARYLDIAZONIUM SALTS USING NITROGEN OXIDES IN OXYGEN-CONTAINING GAS STREAMS, ESPECIALLY FROM INDUSTRIAL WASTE GASES
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, (2017/06/30)
The present invention relates to a process for the synthesis of aryldiazonium salts using nitrogen oxides in oxygen-containing gas streams, especially from industrial waste gases.
Successively recycle waste as catalyst: A one-pot wittig/1,4-reduction/paal-knorr sequence for modular synthesis of substituted furans
Chen, Long,Du, Yi,Zeng, Xing-Ping,Shi, Tao-Da,Zhou, Feng,Zhou, Jian
supporting information, p. 1557 - 1560 (2015/03/30)
A one-pot tandem Wittig/conjugate reduction/Paal-Knorr reaction is reported for the synthesis of di- or trisubstituted furans. This novel sequence first demonstrates the possibility of successively recycling waste from upstream steps to catalyze downstream reactions.
Synthesis of multisubstituted furans via copper-catalyzed intramolecular O-vinylation of ketones with vinyl bromides
Chen, Liqun,Fang, Yewen,Zhao, Qiwu,Shi, Min,Li, Chaozhong
scheme or table, p. 3678 - 3681 (2010/08/19)
With the catalysis of CuI/3,4,7,8-tetramethyl-1,10-phenanthroline, various ketones smoothly underwent the intramolecular O-vinylation with vinyl bromides leading to the efficient synthesis of the corresponding multisubstituted furans.
Synthesis of furans, pyrroles and pyridazines by a ruthenium-catalysed isomerisation of alkynediols and in situ cyclisation
Pridmore, Simon J.,Slatford, Paul A.,Taylor, James E.,Whittlesey, Michael K.,Williams, Jonathan M.J.
supporting information; experimental part, p. 8981 - 8986 (2009/12/27)
Alkyne-1,4-diols are readily available substrates which are isomerised to 1,4-diketones using Ru(PPh3)3(CO)H2/xantphos as a catalyst. In situ cyclisation into furans, pyrroles and pyridazines has been achieved under suitable conditions.
Ruthenium-catalysed conversion of 1,4-alkynediols into pyrroles
Pridmore, Simon J.,Slatford, Paul A.,Daniel, Aurélie,Whittlesey, Michael K.,Williams, Jonathan M.J.
, p. 5115 - 5120 (2008/02/09)
Various 1,2,5-substituted pyrroles have been synthesised from 1,4-alkynediols using a ruthenium catalysed isomerisation to give the corresponding 1,4-dicarbonyl compounds, which undergo in situ cyclisation to pyrroles in the presence of amine.
1,4-Carbonylative addition of arylboronic acids to methyl vinyl ketone: a new synthetic tool for rapid furan and pyrrole synthesis
Chochois, Hélène,Sauthier, Mathieu,Maerten, Eddy,Castanet, Yves,Mortreux, André
, p. 11740 - 11746 (2007/10/03)
The rhodium catalysed 1,4-carbonylative addition of arylboronic acids to methyl vinyl ketone under carbon monoxide pressure was studied. High yields of 1,4-diketones were obtained using a catalytic system formed from Rh(COD)2BF4 (COD=1,5-cyclooctadiene) and triphenylphosphine even at very low catalyst loading (0.02 mol %). A short synthetic procedure combining this carbonylation reaction with a subsequent cyclisation step affords pyrroles or furans.
Photochemical carbon skeletal rearrangement of the Baylis-Hillman products: β-C-H activation leading to furans
Matsumoto, Shoji,Mikami, Koichi
, p. 469 - 470 (2007/10/03)
Furan ring formation was found in photochemical reaction of the methyl ether of the Baylis-Hillman products. This reaction proceeds via β-C-H activation of the photo-excited carbonyl compounds.
The Photochemistry of α,β-Acetylenic Ketones. II. Formation of Furan Derivatives
Nishio, Takehiko,Nakata, Hiroyuki,Omote, Yoshimori
, p. 1011 - 1013 (2007/10/02)
The phochemical reactions of α,β-acetylenic ketones have been examined.Irradiation of 1-p-substituted phenyl-2-propyn-1-ones 2-4 in primary alcohols gave 2,5-disubstituted furans 2a-4c.The formation of furans can be explained in terms of cyclization, foll
