54797-23-8Relevant academic research and scientific papers
Concise and gram-scale total synthesis of lansiumamides A and B and alatamide
Lin, Ran,Lin, Xi,Su, Qian,Guo, Binbin,Huang, Yanqin,Ouyang, Ming-An,Song, Liyan,Xu, Huiyou
, (2019/11/05)
The total synthesis of potent anti-obesity lansiumamide B was accomplished in four steps using commercially available materials. The synthetic strategy, featured with copper-catalyzed Buchwald coupling, is concise, convergent, practical and can be carried out on a one-gram scale. This approach could give either Z- or E-configured enamide moiety in natural products with absolute stereocontrol and was applied in the total synthesis of natural products.
METHOD FOR PREPARING ENAMIDE COMPOUND AND RUTHENIUM COMPLEX CATALYST USED THEREIN
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Paragraph 0106; 0107, (2017/10/27)
Provided is a method for preparing an enamide compound, which includes reacting an organic azide compound having α-hydrogen and an anhydride by addition of a ruthenium complex catalyst in the presence of an ionic liquid, and a ruthenium complex catalyst u
Synthesis of Enamides by Ruthenium-Catalyzed Reaction of Alkyl Azides with Acid Anhydrides in Ionic Liquid
Pak, Han Kyu,Han, Junghoon,Jeon, Mina,Kim, Yongjin,Kwon, Yearang,Park, Jin Yong,Rhee, Young Ho,Park, Jaiwook
, p. 4030 - 4034 (2015/12/26)
Enamides were synthesized by a ruthenium-catalyzed one-pot, one-step procedure from alkyl azides and acid anhydrides. The substrate scope includes not only secondary azides, but also primary aliphatic ones to give a wide range of enamides containing vario
Rhodium(III)-catalyzed cross-coupling of alkenylboronic acids and N -pivaloyloxylamides
Feng, Chao,Loh, Teck-Peng
, p. 3444 - 3447 (2014/07/21)
Rh(III)-catalyzed umpolung amidation of alkenylboronic acids for the synthesis of enamides is reported. This reaction proceeds readily at room temperature and displays an extremely wide spectrum of functional group tolerance. With cooperation of hydrobora
Total synthesis of lansiumamides A and B and alatamide
Pasqua, Adele E.,Ferrari, Frank D.,Crawford, James J.,Marquez, Rodolfo
, p. 6042 - 6043 (2015/01/09)
The total syntheses of lansiumamide A, lansiumamide B and alatamide have been completed taking advantage of the dihalo-olefination of N-formylimides. The syntheses are convergent, flexible and allow for the generation of analogues not accessible through o
Copper catalyzed N-arylation between aryl halides and nitriles in water: An efficient tandem synthesis of benzanilides
Wang, Jichao,Yin, Xinchi,Wu, Jun,Wu, Datong,Pan, Yuanjiang
, p. 10463 - 10469 (2013/11/19)
A series of benzanilide compounds were synthesized through copper-catalyzed tandem reactions. With the assistance of ionic liquid as phase transfer catalyst, aryl halides, and nitriles underwent a hydrolysis/coupling pathway to form benzanilides in water. Advantages of this reaction include the use of water as the environmental friendly solvent, short reaction time, and the tolerance of various functional groups. A proposed mechanism based on control experiments is also presented.
Room temperature copper(II)-catalyzed oxidative cyclization of enamides to 2,5-disubstituted oxazoles via vinylic C-H functionalization
Cheung, Chi Wai,Buchwald, Stephen L.
, p. 7526 - 7537 (2012/10/30)
A copper(II)-catalyzed oxidative cyclization of enamides to oxazoles via vinylic C-H bond functionalization at room temperature is described. Various 2,5-disubstituted oxazoles bearing aryl, vinyl, alkyl, and heteroaryl substituents could be synthesized in moderate to high yields. This reaction protocol is complementary to our previously reported iodine-mediated cyclization of enamides to afford 2,4,5-trisubstituted oxazoles.
Ruthenium-catalyzed addition of primary amides to alkynes: A stereoselective synthesis of secondary enamides
Goossen, Lukas J.,Blanchot, Mathieu,Salih, Kifah S. M.,Goossen, Kaethe
experimental part, p. 2283 - 2288 (2009/12/27)
The anti-Markovnikov addition of primary amides to terminal alkynes under the formation of Z-configured secondary enamides is efficiently promoted by a catalyst system generated in situ from bis(2-methallyl)(cycloocta-1,5-diene) ruthenium(II), 1,4-bis(dic
Synthesis of secondary enamides by ruthenium-catalyzed selective addition of amides to terminal alkynes
Goossen, Lukas J.,Salih, Kifah S. M.,Blanchot, Mathieu
supporting information; experimental part, p. 8492 - 8495 (2009/05/11)
(Chemical Equation Presented) Enamides made easy: A catalyst system generated in situ using bis(2-methallyl)-(cycloocta-1,5-diene)ruthenium(II), 1,4-bis(dicyclohexylphosphino)butane, and ytterbium triflate efficiently catalyzes the addition of primary amides to terminal alkynes, selectively forming the Z-anti-Markovnikov enamides. The E isomers are also accessible by combining the hydroamidation with an in situ double-bond isomerization reaction.
Synthesis of Some Naturally-occurring Styrylamides
Obrecht, Jurg,Hellberg, Lars,Somanathan, Ratnasamy
, p. 1219 - 1220 (2007/10/02)
Thermal elimination from N-(β-phenyl-β-phenylsulphinylethyl)amides yielded styrylamides (2)-(4).
