150596-82-0Relevant articles and documents
Structural Characterization of 11-Ethyl-6,11-Dihydro-5H-Dibenzo[b,e]Azepine
Delgado,Osal,Mora,González,Palma,Bahsas
, p. 1210 - 1214 (2018)
The title compound C16H17N, a potential pharmaceutical agent, crystallizes in the monoclinic P21/n space group with unit cell parameters a = 9.911(7) ?, b = 5.542(3) ?, c = 23.245(16) ?, β = 96.25(2)°. The dibenzazepine ri
Aerobic intramolecular aminothiocyanation of unactivated alkenes promoted by in situ generated iodine thiocyanate
Feng, Yangyang,Hussain, Muhammad Ijaz,Zhang, Xiaohui,Shi, Jian,Hu, Wen,Xiong, Yan
, p. 2669 - 2676 (2018/05/04)
Aerobic intramolecular aminothiocyanation of unactivated alkenes has been developed by in situ generated iodine thiocyanate under open-flask conditions. This protocol provides a concise and efficient method for synthesizing SCN-containing pyrrolidine, piperidine and indoline derivatives with isolated yields of up to 87%. Furthermore, mixing iodine and sodium thiocyanate with oxygen afforded iodine thiocyanate (ISCN) and dithiocyanatoiodate [I(SCN)2]- which were testified by liquid chromatography mass spectrometry. A mechanistic investigation indicates that iodonium ion and sulfonium ion intermediates might be involved in this transformation.
Access to Chiral Hydropyrimidines through Palladium-Catalyzed Asymmetric Allylic C?H Amination
Wang, Pu-Sheng,Shen, Meng-Lan,Wang, Tian-Ci,Lin, Hua-Chen,Gong, Liu-Zhu
supporting information, p. 16032 - 16036 (2017/11/23)
A palladium-catalyzed asymmetric intramolecular allylic C?H amination controlled by a chiral phosphoramidite ligand was established for the preparation of various substituted chiral hydropyrimidinones, the precursors of hydropyrimidines, in high yields with high enantioselectivities. In particular, dienyl sodium N-sulfonyl amides bearing an arylethene-1-sulfonyl group underwent a sequential allylic C?H amination and intramolecular Diels–Alder (IMDA) reaction to produce chiral fused tricyclic tetrahydropyrimidinone frameworks in high yields and with high levels of stereoselectivity. Significantly, this method was used as the key step in an asymmetric synthesis of letermovir.
A Simple and practical approach to the dibenzo[ c, f ]thiazolo[3,2- a ]azepines: A novel fused tetracyclic azepine system
Palma, Alirio,Galeano, Nelson,Bahsas, Ali
experimental part, p. 1291 - 1302 (2010/07/09)
A novel set of functionalized dibenzo[c,f]thiazolo[3,2-a]azepines, which is a new ring system, were successfully synthesized in a four-step protocol starting from readily available substituted N-allyl-N-benzylanilines. The synthesis of the title compounds
Synthesis, structural elucidation and in vitro antiparasitic activity against Trypanosoma cruzi and Leishmania chagasi parasites of novel tetrahydro-1-benzazepine derivatives
Gomez-Ayala, Sandra,Castrillon, Julian A.,Palma, Alirio,Leal, Sandra M.,Escobar, Patricia,Bahsas, Ali
experimental part, p. 4721 - 4739 (2010/08/22)
Forty six new 1,4-epoxy-2-exo-aryl- and cis-2-aryl-4-hydroxytetrahydro-1- benzazepine derivatives were synthesized and fully characterized. All compounds were tested in vitro against both Trypanosoma cruzi and Leishmania chagasi parasites and also for cyt
Preparation of aα,β-Unsaturated Lactams through intramolecular electrophilic carbamoylation of Alkenes
Yasui, Yoshizumi,Kakinokihara, Issei,Takeda, Hiroshi,Takemoto, Yoshiji
scheme or table, p. 3989 - 3993 (2010/03/24)
A general, synthetic method for the preparation of α, βunsaturated lactams startingsei from alkenylchloroformamides has been developed. The reaction was complete within five minutes at 150 °C in N-methylpyrrolidone with a catalytic amount of HBr under mic
Microwave-assisted aza-Cope rearrangement of N-allylanilines
González, Israel,Bellas, Iria,Souto, Ana,Rodríguez, Ramón,Cruces, Jacobo
, p. 2002 - 2004 (2008/09/19)
The aza-Cope rearrangement of N-allylanilines is described. The use of BF3·OEt2 and microwave irradiation allows to run the transformation under mild conditions and in reaction times of minutes.
Sequential amino-Claisen rearrangement/intramolecular 1,3-dipolar cycloaddition/reductive cleavage approach to the stereoselective synthesis of cis-4-hydroxy-2-aryl-2,3,4,5-tetrahydro-1(1H)-benzazepines
Ayala, Sandra Liliana Gómez,Stashenko, Elena,Palma, Alirio,Bahsas, Alí,Amaro-Luis, Juan Manuel
, p. 2275 - 2277 (2007/10/03)
A novel stereoselective synthesis of cis-2-aryl-4-hydroxy-2,3,4,5- tetrahydro-1-benzazepines from N-allylanilines utilizing aromatic amino-Claisen rearrangement and intramolecular 1,3-dipolar cycloaddition methodologies is described. This sequence involve
First organophosphorus radical-mediated cyclisations to afford medium-sized rings: Eight-membered lactones and seven- and eight-membered lactams
Lang, Stuart,Corr, Michael,Muir, Neil,Khan, Tanweer A.,Sch?nebeck, Franziska,Murphy, John A.,Payne, Andrew H.,Williams, Andrew C.
, p. 4027 - 4030 (2007/10/03)
The phosphorus based radical precursors N-ethylpiperidine hypophosphite (EPHP) and diethylphosphine oxide (DEPO) are efficient reagents for carrying out the formation of seven- and eight-membered rings. Esters and amides were successfully converted into the corresponding eight-membered lactones and seven- and eight-membered lactams in good to excellent yields.
New and efficient synthesis of 6,11-dihydro-11-ethyl-5H-dibenz[b,e]azepine derivatives starting from N-benzylanilines via amino-Claisen and Friedel-Crafts methodologies
Palma, Alirio,Barajas, Jacqueline Jaimes,Kouznetsov, Vladimir V.,Stashenko, Elena,Bahsas, Ali,Amaro-Luis, Juan
, p. 2721 - 2724 (2007/10/03)
New and efficient synthesis of 6,11-dihydro-11-ethyl-5H-dibenz[b,e]azepine derivatives, using the key steps of BF3·OEt 2-catalyzed aromatic amino-Claisen rearrangement and the intramolecular alkene Friedel-Crafts alkylation, is reported.