49678-07-1Relevant academic research and scientific papers
Selective Rhodium-Catalyzed Hydroformylation of Terminal Arylalkynes and Conjugated Enynes to (Poly)enals Enabled by a π-Acceptor Biphosphoramidite Ligand
Zhao, Jiangui,Zheng, Xueli,Tao, Shaokun,Zhu, Yuxin,Yi, Jiwei,Tang, Songbai,Li, Ruixiang,Chen, Hua,Fu, Haiyan,Yuan, Maolin
supporting information, p. 6067 - 6072 (2021/08/16)
The hydroformylation of terminal arylalkynes and enynes offers a straightforward synthetic route to the valuable (poly)enals. However, the hydroformylation of terminal alkynes has remained a long-standing challenge. Herein, an efficient and selective Rh-catalyzed hydroformylation of terminal arylalkynes and conjugated enynes has been achieved by using a new stable biphosphoramidite ligand with strong π-acceptor capacity, which affords various important E-(poly)enals in good yields with excellent chemo- and regioselectivity at low temperatures and low syngas pressures.
Donor Rhodium Carbenes by Retro-Buchner Reaction
Mato, Mauro,Echavarren, Antonio M.
supporting information, p. 2088 - 2092 (2019/01/25)
Rhodium carbenes are key intermediates in a range of cycloadditions and insertion reactions. Herein, we report the first generation of donor RhII carbenes by decarbenation of 7-substituted 1,3,5-cycloheptatrienes. This discovery unlocks an improved retro-Buchner-cyclopropanation sequence, a Si?H insertion reaction for a broad-scope synthesis of allylsilanes, and a new method for the vinylogation of aldehydes. The last strategy led to the development of an iterative synthesis of E-polyenes, and to the total synthesis of navenones B and C.
Novel D-A-D based near-infrared probes for the detection of β-amyloid and Tau fibrils in Alzheimer's disease
Li, Yuying,Wang, Kan,Zhou, Kaixiang,Guo, Wentao,Dai, Bin,Liang, Yi,Dai, Jiapei,Cui, Mengchao
supporting information, p. 8717 - 8720 (2018/08/09)
Novel D-π-A-π-D probes were investigated for the detection of Aβ plaques and NFTs. The probes displayed remarkable optical properties, and DADNIR-2 possessed high affinity towards Tau and Aβ aggregates (Kd = 0.41 nM and 1.04 nM, respectively) with certain selectivity. DADNIR-2 could penetrate the BBB and label Aβ plaques in vivo.
Palladium-catalysed atom-economical synthesis of conjugated dienals from terminal acetylenes and acrolein
Hearne, Zo?,Li, Chao-Jun
, p. 6136 - 6139 (2017/07/10)
Conjugated (E,E)-dienals are versatile synthetic intermediates owing to their trifunctional, electrophilic nature and the prevalence of the (E,E)-diene in a wide range of functional molecules. It is shown herein that (E,E)-dienals can be readily prepared
Facile Preparation of α-Cyano-α,ω-Diaryloligovinylenes: A New Class of Color-Tunable Solid Emitters
An, Peng,Xu, Nian-Sheng,Zhang, Hao-Li,Cao, Xiao-Ping,Shi, Zi-Fa,Wen, Wei
, p. 1959 - 1966 (2015/09/07)
An efficient Knoevenagel condensation reaction was used to construct a series of α-cyano-α,ω-diaryloligovinylenes, which show prominent fluorescence emission in the solid state. On investigating the effect of conjugation length on fluorescent properties,
Organocatalyst-mediated dehydrogenation of aldehydes to α,β-unsaturated aldehydes, and oxidative and enantioselective reaction of aldehydes and nitromethane catalyzed by diphenylprolinol silyl ether
Hayashi, Yujiro,Itoh, Takahiko,Ishikawa, Hayato
supporting information, p. 3661 - 3669 (2014/01/06)
A one-pot transformation of aldehydes into α,β-unsaturated aldehydes was developed using both N-benzyl-N-methylamine and 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) as catalysts and MnO2 as a terminal oxidant. An oxidative and enantioselective reaction of aldehydes and nitromethane was established using both diphenylprolinol silyl ether and DDQ as a catalyst with MnO2 as a terminal oxidant, in which synthetically important β-substituted γ-nitro aldehydes were obtained with excellent enantioselectivity. Copyright
Palladium(II) and palladium(0)-cocatalyzed ring opening and oxidation reactions of 2-(arylmethylene)cyclopropylcarbinols
Shi, Min,Tian, Guo-Qiang,Li, Jia
experimental part, p. 3404 - 3408 (2009/09/27)
In the presence of Pd(II) acetate and triethylamine as well as triphenylphosphine, 2-(arylmethylene)cyclopropylcarbinols 1 underwent ring opening and oxidation reactions smoothly to deliver (2E,4E)-5-arylpenta-2,4-dienals 2 in toluene at 60 °C in moderate
A stereoselective synthesis of unsaturated phosphonates by Wittig-Horner reactions of bisphosphonylmethane with 5-aryl-(3-methyl)-2E,4E-pentadienals
Shi, De Qing,Chen, Ru Yu
, p. 229 - 237 (2007/10/03)
A new type of unsaturaled phosphonates 5 were synthesized by the Wittig-Horner reactions of bisphosphonylmethane 4 with 5-aryl-2(E),4(E)-pentadienal and 5-aryl-3-methyl-2(E), 4(E)-pentadienal. The structures of all new compounds prepared were characterize
Addition of carbon nucleophiles to aldehyde tosylhydrazones of aromatic and heteroaromatic-compounds: Total synthesis of piperine and its analogs
Chandrasekhar,Venkat Reddy,Srinivasa Reddy,Ramarao
, p. 2667 - 2670 (2007/10/03)
Addition of carbon nucleophiles to aldehyde tosylhydrazones of aromatic and heteroaromatic compounds is reported. New observations have been made wherein alkylative reduction is observed in some cases whereas alkylative fragmentation is noticed in others. These findings are exploited in the synthesis of the useful alkaloid piperine and its analogs. (C) 2000 Elsevier Science Ltd.
Exclusive γ-regio functionalization of crotonaldehyde using γ-trimethylsilyl crotonaldimine. Application to the one pot synthesis of conjugated dienals
Bellassoued,Salemkour
, p. 4607 - 4624 (2007/10/03)
Cesium fluoride mediated reaction of γ-trimethylsilyl N-tert-butyl crotonaldimine 9 with a wide range of aldehydes takes place in DMSO at room temperature and affords exclusive γ-regio functionalized products. Heating (rt to 100°C) the δ-silyloxy imines 11 thus obtained leads, after very mild hydrolysis of the tert-butylimine function, to the conjugated dienals 14 in good yields and with excellent (E,E)-selectivities.
