30313-22-5Relevant academic research and scientific papers
Palladium-Catalyzed Aminomethylation of Nitrodienes and Dienones via Double C—N Bond Activation
Yu, Bangkui,Gao, Bao,Zhang, Xuexia,Zhang, Haocheng,Huang, Hanmin
supporting information, p. 566 - 570 (2021/02/01)
A new strategy for the generation of the active Pd-alkyl species from aminal via C—N bond activation has been established, in which the formation of zwitterionic intermediate through aza-Michael addition of aminal to nitrodienes or dienones is identified as a key step for the activation of the C—N bond. The efficient strategy has enabled a new palladium-catalyzed α-aminomethylation of nitrodienes and dienones via double C—N bond activation. The scope and versatility of the reaction were demonstrated and a broad range of substrates bearing electron-donating and -withdrawing groups on the aromatic rings were all compatible with this reaction to furnish the desired α-aminomethylated products in moderate to good yields with excellent regioselectivities and E/Z selectivities.
Palladium-Catalyzed Oxidative Allylation of Sulfoxonium Ylides: Regioselective Synthesis of Conjugated Dienones
Li, Chunsheng,Li, Meng,Zhong, Wentao,Jin, Yangbin,Li, Jianxiao,Wu, Wanqing,Jiang, Huanfeng
supporting information, p. 872 - 875 (2019/05/16)
The first examples of palladium-catalyzed allylic C-H oxidative allylation of sulfoxonium ylides to afford the corresponding conjugated dienones with moderate to good yields have been established. The features of this novel conversion include mild reaction conditions, wide substrate scope, and excellent regioselectivity.
Antibacterial & antitubercular activities of cinnamylideneacetophenones
Polaquini, Carlos R.,Torrezan, Guilherme S.,Santos, Vanessa R.,Nazaré, Ana C.,Campos, Débora L.,Almeida, Laíza A.,Silva, Isabel C.,Ferreira, Henrique,Pavan, Fernando R.,Duque, Cristiane,Regasini, Luis O.
supporting information, (2017/11/07)
Cinnamaldehyde is a natural product with broad spectrum of antibacterial activity. In this work, it was used as a template for design and synthesis of a series of 17 cinnamylideneacetophenones. Phenolic compounds 3 and 4 exhibited MIC (minimum inhibitory
Highly regioselective introduction of aryl substituents via asymmetric 1,4-addition of boronic acids to linear α,β,γ,δ-unsaturated ketones
Gan, Kennard,Ng, Jia Sheng,Sadeer, Abdul,Pullarkat, Sumod A.
supporting information, p. 254 - 258 (2016/01/20)
An efficient palladium(II)-catalyzed regioselective asymmetric 1,4-conjugate addition of arylboronic acids to linear α,β,γ,δ-unsaturated ketones is developed using phosphapalladacycle catalysts. The relevant 1,4-products were obtained exclusively with per
Further studies on anti-invasive chemotypes: An excursion from chalcones to curcuminoids
Roman, Bart I.,De Ryck, Tine,Verhasselt, Sigrid,Bracke, Marc E.,Stevens, Christian V.
, p. 1027 - 1031 (2015/02/19)
In our ongoing search for new anti-invasive chemotypes, we have made an excursion from previously reported potent 1,3-diarylpropenones (chalcones) to congeners bearing longer linkers between the aromatic moieties. Nine 1,ω-diarylalkenones, including curcumin and bisdemethoxycurcumin, were evaluated in the chick heart invasion assay. Unfortunately, these compounds proved less potent and more toxic than earlier evaluated chemotypes. In the 1,3-diarylpenta-2,4-dien-1-one series, fluoro and/or trimethoxy substitution caused an increase in potency. This agrees with observations made earlier for the chalcone class.
Synthesis, antimicrobial and cytotoxic activity of novel 1,5 benzodiazepine derivatives
Bhat, K. Ishwar,Kumar, Abhishek,Prathyusha
, p. 161 - 164 (2019/01/16)
In the present study, a series of novel 2-(substituted phenyl)-3-styryl-2,3-dihydro- 1H-benzo [b] [1,4] diazepines (1-12) has been synthesized from 1,5-(disubstituted phenyl)-2,4-pentadien-1-ones (1a-12a). 1,5-(disubstituted phenyl)-2,4-pentadien-1-ones were prepared by condensing cinnamaldehyde with various aromatic ketones in the presence of 20% NaOH as base. Different 1,5-(disubstituted phenyl)-2,4-pentadien-1-ones on cyclisation with o-phenylene diamine in the presence of NaOH as base resulted in 2-(substituted phenyl)-3-styryl-2,3-dihydro-1H-benzo [b] [1,4] diazepine derivatives. The structures of the newly synthesized compounds were characterized by elemental analysis, IR, 1H NMR and mass spectroscopic studies. All titled compounds were screened for their antimicrobial and cytotoxic activities. Most of the compounds showed promising cytotoxic, antibacterial and antifungal activities.
Iron-catalyzed aerobic oxidative aromatization of 1,3,5-trisubstituted pyrazolines
Ananthnag, Guddekoppa S.,Adhikari, Adithya,Balakrishna, Maravanji S.
, p. 240 - 243 (2013/12/04)
A simple and high yielding method for the synthesis of tri-substituted pyrazoles via iron(III) catalyzed aerobic oxidative aromatization of pyrazolines has been reported. The process demonstrates a variety of functional group tolerance.
Synthesis, characterization and biological activity studies of some substituted pyrimidine derivatives
Ishwar Bhat,Kumar, Abhishek,Thara,Kumar, Pankaj
, p. 271 - 276 (2019/01/21)
A new series of substituted 1-phenyl-3-styryl-4,5-dihydo-1H-pyrazoles (TP1-TP9) has been synthesized by the cyclisation of chalcones with phenyl hydrazine and glacial acetic acid and substituted 4-styryl-pyrimidin-2-ols (LP1-LP9) have been synthesized by the condensation of chalcones with urea in the presence of 40% NaOH as a base. The intermediate substituted 1,5-diphenylpenta-2,4-dien-1-ones were synthesized by condensing cinnamaldehyde with various substituted aromatic ketones in presence of 20% NaOH. The title compounds obtained were characterized by IR, 1H NMR, mass spectral data and were screened for antimicrobial, anticancer and antitubercular activity.
Copper-catalyzed asymmetric 1,4-conjugate addition of Grignard reagents to linear α,β,γ,δ-unsaturated ketones
Ma, Zhenni,Xie, Fang,Yu, Han,Zhang, Yiren,Wu, Xiaoting,Zhang, Wanbin
supporting information, p. 5292 - 5294 (2013/06/27)
A highly regioselective and enantioselective copper-catalyzed 1,4-conjugate addition of Grignard reagents to linear α,β,γ,δ- unsaturated ketones was developed. The 1,4-addition products were obtained regioselectively in high yields with up to 98% ee. The Royal Society of Chemistry 2013.
Synthesis of substituted fluorenes by cascade allenylation, electrocyclization and intramolecular friedel-crafts reaction of 1,3-diene-substituted propargylic alcohols
Xu, Xiangsheng,Li, Tao,Li, Xiaoqing,Shao, Jiangbin
, p. 383 - 388 (2013/04/23)
A concise, one-step synthesis of substituted fluorenes through TiCl 4-promoted cascade allenylation, electrocyclization and intramolecular Friedel-Crafts reaction of 1,3-diene-substituted propargylic alcohols has been developed. An interesting substituent-dependent regioselectivity was observed.
