139413-76-6Relevant articles and documents
Structural exploration of cinnamate-based phosphonic acids as inhibitors of bacterial ureases
Ntatsopoulos, Vassilis,Macegoniuk, Katarzyna,Mucha, Artur,Vassiliou, Stamatia,Berlicki, ?ukasz
supporting information, p. 307 - 316 (2018/10/15)
The conjugated system of cinnamic acid, α-substituted with a phosphonoalkyl residue, was previously validated as a scaffold that provided one of the most potent organophosphorus inhibitors of bacterial urease. Following the idea of using Morita-Baylis-Hil
Design, synthesis and evaluation of 3-arylidene azetidin-2-ones as potential antifungal agents against Alternaria solani Sorauer
Delong, Wang,Yongling, Wu,Lanying, Wang,Juntao, Feng,Xing, Zhang
, p. 6661 - 6673 (2017/11/17)
A new concise and facile method was explored to synthesize a collection of new 3-arylidene azetidin-2-ones, which could be regarded as the derivatives of the hybrid scaffold of bioactive natural cinnamamide and heterocycle azetidi-2-one. The structures of
Allylic isothiouronium salts: The discovery of a novel class of thiourea analogues with antitumor activity
Ferreira, Misael,Assun??o, Laura Sartori,Silva, Adny Henrique,Filippin-Monteiro, Fabíola Branco,Creczynski-Pasa, Tania Beatriz,Sá, Marcus Mandolesi
, p. 151 - 158 (2017/02/26)
A series of 28 aryl- and alkyl-substituted isothiouronium salts were readily synthesized in high yields through the reaction of allylic bromides with thiourea, N-monosubstituted thioureas or thiosemicarbazide. The S-allylic isothiouronium salts substitute
4-(Dimethylamino)pyridine as a catalyst for the lactonization of 4-hydroxy-2-methylenebutanoate esters
Nicponski, Daniel R.
supporting information, p. 2075 - 2077 (2014/04/03)
The catalytic action of 4-(dimethylamino)pyridine (DMAP) in lactonizing 4-hydroxy-2-methylenebutanoate esters to 2-methylene-γ-butyrolactones is described. The use of DMAP, which functions as an excellent complement to the more traditional acid-catalyzed lactonization protocol, allows for the synthesis of 2-methylene-γ-butyrolactones containing acid-sensitive groups under essentially neutral conditions.
Synthesis of 1-benzhydryl piperazine derivatives and evaluation of their ACE inhibition and antimicrobial activities
Santhoshi, Amlipur,Kumar, Singam Naveen,Sujitha, Pombala,Poornachandra, Yedla,Sadhu, Partha Sarathi,Kumar, C. Ganesh,Rao, Vaidya Jayathirtha
, p. 3207 - 3219 (2014/05/06)
This study presents the synthesis of 14 new 1,4-disubstituted piperazine derivatives from allyl bromides of Baylis-Hillman adduct and 4,4-disubstituted benzhydryl piperazines. All the synthesized compounds were further screened for in vitro ACE inhibitor and antimicrobial activities. Among the synthesized piperazine derivatives, compound 12h showed moderate ACE inhibitor activity as compared to the standard, angiotensin-converting enzyme inhibitor (Sigma). The kinetic data (K m, K i and V max values) of enzyme inhibition for compound 12h and ACE inhibitor standard were also determined. Similarly, all compounds were screened against different bacterial strains. Compounds 12a, 12b, 12d, 12h and 12i showed excellent to moderate activity against various tested bacterial strains. Compounds 12b and 12i showed broad spectrum of antibacterial activity against Pseudomonas aeruginosa, Staphylococcus aureus, S. aureus MLS 16, Escherichia coli, Bacillus subtilis and Klebsiella planticola, while compounds 12a, 12d and 12i showed promising activity against P. aeruginosa (MIC value of 8.96 μM), S. aureus (MIC value of 42.2 μM) and S. aureus MLS 16 (MIC value of 81.3 μM), respectively. The remaining compounds showed activity at a concentration of >491 μM.
Oxidative heck coupling of allylic amines with 2,2,6,6- Tetramethylpiperidine-N-oxyl (TEMPO) as oxidant for the preparation of tetrasubstituted alkenes
He, Zhiheng,Wibbeling, Birgit,Studer, Armido
supporting information, p. 3639 - 3647 (2014/01/06)
The paper describes the oxidative Heck arylation of various allylic amines using arylboronic acids for the preparation of tetrasubstituted alkenes. As oxidant the commercially available 2,2,6,6-tetramethylpiperidine-N-oxyl (TEMPO) is used and coupling rea
New antifungal scaffold derived from a natural pharmacophore: Synthesis of α-methylene-γ-butyrolactone derivatives and their antifungal activity against Colletotrichum lagenarium
Jun-Tao, Feng,De-Long, Wang,Yong-Ling, Wu,He, Yan,Xing, Zhang
supporting information, p. 4393 - 4397 (2013/07/26)
Thirty new and thirty-four known analogues were designed and synthesized to improve the potential use of the α-methylene-γ-butyrolactone ring, a natural pharmacophore. All structures were confirmed by 1H and 13C NMR, MS, and single-c
Palladium-catalyzed domino cyclization (5-exo/3-exo), ring- expansion by palladium rearrangement, and aromatization: An expedient synthesis of 4-arylnicotinates from Morita-Baylis-Hillman adducts
Kim, Ko Hoon,Kim, Se Hee,Lee, Hyun Ju,Kim, Jae Nyoung
supporting information, p. 1977 - 1983 (2013/08/23)
Various 4-arylnicotinate derivatives were synthesized via a palladium-catalyzed cascade reaction of N-(2-bromoallyl)-N-cinnamyltosylamides in a one-pot procedure in good yields. The reaction involves a domino 5-exo/3-exo carbopalladation, ring-expansion b
Microwave-assisted synthesis of the (E)-α-methylalkenoate framework from multifunctionalized allylic phosphonium salts
Meier, Lidiane,Ferreira, Misael,Sa, Marcus M.
scheme or table, p. 179 - 186 (2012/07/14)
A convenient and general microwave-assisted method for the synthesis of stereochemically defined α-methylalkenoic acids and esters from allylic phosphonium salts in a basic aqueous medium is described. A selective preparation of acids or esters was dependent on the base (NaOH or NaHCO 3) employed in the reaction and could be achieved with good to excellent yields under mild conditions in the absence of hydrides and reducing agents.
Regioselective synthesis of poly-substituted naphthalenes via a Pd-catalyzed cyclization of modified Baylis-Hillman adducts: Selective 6-endo Heck reaction and an aerobic oxidation cascade
Kim, Se Hee,Lee, Sangku,Lee, Hyun Seung,Kim, Jae Nyoung
scheme or table, p. 6305 - 6309 (2011/01/04)
Poly-substituted naphthalenes were synthesized via a Pd-catalyzed cyclization of modified Baylis-Hillman adducts having an o-bromophenyl acetonitrile moiety at the secondary position, in reasonable yields. The reaction involved a sequential 6-endo Heck re
