17229-17-3Relevant articles and documents
Stereoselective three-component cascade synthesis of α-substituted 2,4-dienamides from: gem -difluorochloro ethanes
Das, Shyamsundar,Ko, Nakeun,Lee, Eunsung,Kim, Sang Eun,Lee, Byung Chul
, p. 14355 - 14358 (2019)
Herein, we describe a new transition metal-free Claisen rearrangement for the synthesis of α-substituted 2,4-dienamides. The one-pot, stereoselective three-component cascade reaction between a series of propargyl alcohols, amines, and gem-difluorochloro ethane derivatives afforded various polysubstituted 2,4-dienamides in good yields. This synthetic method for 1,1-captodative dienes, α-substituted 2,4-dienamides, can be utilized for preparing pharmaceutical analogues containing an indolin-2-one or lactone moiety.
Synthesis of Piperidine Derivatives by Rhodium- Catalyzed Tandem Reaction of N-Sulfonyl-1,2,3-Triazole and Vinyl Ether
Yu, Sisi,An, Yuehui,Wang, Wenlin,Xu, Ze-Feng,Li, Chuan-Ying
supporting information, p. 2125 - 2130 (2018/04/17)
A chemoselective tandem reaction of 4-acyloxymethylene-1-sulfonyl-1,2,3-triazole and vinyl ether was reported, producing polysubstituted piperidine derivatives in up to 96% yield. The key intermediate N-sulfonyl 1-azadiene generated by migration of the OAc group to the α-imino rhodium carbene was isolated and a plausible mechanism was proposed. Several related ring systems were constructed from the highly functionalized products. (Figure presented.).
Synthesis of some acyclic quaternary ammonium compounds. Alkylation of secondary and tertiary amines in a two-phase system
Kharlamov,Artyushin,Bondarenko
, p. 2445 - 2454 (2015/08/03)
A series of acyclic symmetrical and asymmetrical quaternary ammonium chlorides of the general formula R1R2R3N+AR4Cl- (R1 = Me, Bu; R2 = n-C12H25, PhCH2, C n H2n+1(OCH2CH2) m, n = 9 and 12, m = 1 and 2; R3 = n-C12H25, PhCH2, HOCH2CH2,-OOCCH2; R4 = n-C12H25, PhCH2; A = (CH2CH2O)1,2, CH2C(O)O) was synthesized by the alkylation of tertiary amines in a two-phase system containing water. A convenient method for the synthesis of the initial symmetrical and asymmetrical tertiary amines of the general formula MeNR1R2 (R1 = Me, Bu; R2 = n-C12H25, PhCH2, CnH2n+1(OCH2CH2) m, n = 9 and 12, m = 1 and 2) in an organic phase-aqueous phase heterogeneous system, which allows the use of aqueous solutions of alkali and amines, was developed. The improved method for the preparation of intermediate ethylene glycol and diethylene glycol monoethers is monoalkylation of glycols in dioxane using solid KOH in a two-phase system.
Kulinkovich-type reactions of thioamides: Similar to those of carboxylic amides?
Augustowska, Ewelina,Boiron, Antoine,Deffit, Jerome,Six, Yvan
supporting information; experimental part, p. 5031 - 5033 (2012/06/01)
The behaviour of thioamides under Kulinkovich-type conditions is compared with the known reactivity of carboxylic amides. Dramatic differences are disclosed. The Royal Society of Chemistry 2012.
Targeting ketone drugs towards transport by the intestinal peptide transporter, PepT1
Foley, David,Bailey, Patrick,Pieri, Myrtani,Meredith, David
supporting information; scheme or table, p. 1064 - 1067 (2009/05/30)
Thiodipeptide prodrugs of the ketone nabumetone are shown to have affinity for, and be transported by, PepT1 in vitro. The Royal Society of Chemistry 2009.
BENZOIC ACID COMPOUNDS AND USE THEREOF AS MEDICAMENTS
-
, (2008/06/13)
Benzoic acid compounds of the formula STR1 wherein each symbol is as defined in the specification, optical isomers thereof and pharmaceutically acceptable salts thereof; pharmaceutical composition comprising this compound and pharmaceutically acceptable additive; and serotonin 4 receptor agonists, gastrointestinal prokinetic agents and therapeutic agents for various gastrointestinal diseases, which comprise this compound as active ingredient. The compounds of the present invention have high and selective affinity for serotonin 4 receptor, and show agonistic effects thereon. Accordingly, they are useful medications for the prophylaxis and treatment of various gastrointestinal diseases, central nervous disorders, cardiac function disorders, urinary diseases, and the like, as well as useful anti-nociceptors for analgesic use which increase threshold of pain.
Ethoxylation of aralkyl alcohols
Huszar, Klara Parlagh,Klug, Otto,Parlagh, Gyula,Rusznak, Istvan,Sallay, Peter,et al.
, p. 241 - 252 (2007/10/03)
An important reaction, the oligoaddition of ethylene oxide to the alcoholic hydroxyl group was investigated.The aralkyl alcohols were chosen as base material: benzyl-, β-phenylethyl- and γ-phenylpropyl alcohols.The first members of their homologue ethoxylated series were prepared and used as standards for the determination of the average degree of ethoxylation (IR, UV, refractive indices) and of the molar mass distribution (HPLC).
Homogeneous hydroxyethylation of phenyl-substituted alcohols
Sallay, Peter,Ahmed, Mohamed H. M.,Rusznak, Istvan,Farkas, Laszlo,Tungler, Antal
, p. 21 - 26 (2007/10/03)
Homogeneous glycol ether derivatives of phenyl group substituted alcohols (benzyl-, β-phenyl ethyl- and γ-phenyl propyl-) were synthesised by repeated Williamson synthesis starting in two cases from the halogen derivatives of the corresponding alcohols. In the case of β-phenylethanol the first homologue was prepared in the reaction of benzyl group protected ethylene chlorohydrine and β-phenyl-ethyl alcohol. The reaction product was hydrogenolysed (removing the benzyl group by hydrogenolyzis), halogenated and used to the synthesis of higher homologues as starting material.
A Convenient One-Pot Method for the Hydroxymethylation of Grignard Reagents
Ogle, C. A.,Wilson, T. E.,Stowe, J. A.
, p. 495 - 496 (2007/10/02)
Grignard reagents and alkynyllithiums can be hydroxymethylated in a two-step one-pot reaction by reaction of a Grignard reagent with 1-chloro-2-(chloromethoxy)ethane (1), followed by treatment with sodium-potassium alloy and aqueous workup.The reaction was found to work for primary, secondary, tertiary, benzylic, allylic and aryl Grignard reagents in yields ranging from 57 - 95 percent.
