78007-47-3Relevant academic research and scientific papers
Synthesis of enamides related to the salicylate antitumor macrolides using copper-mediated vinylic substitution
Shen, Ruichao,Porco Jr., John A.
, p. 1333 - 1336 (2000)
(equation presented) A new approach to the assembly of enamides is described using copper(I) carboxylate-catalyzed substitution of vinyl iodides and amides. Modified reaction conditions have been developed to synthesize the O-methyloxime enamide side chai
Manganese(iii) acetate-mediated direct C(sp2)-H-sulfonylation of enamides with sodium and lithium sulfinates
Kramer, Philipp,Krieg, Sara-Cathrin,Kelm, Harald,Manolikakes, Georg
supporting information, p. 5538 - 5544 (2019/06/14)
A Mn(OAc)3 mediated oxidative C(sp2)-H sulfonylation of enamides and encarbamates with sodium and lithium sulfinates is reported. This operationally simple transformation provides a straightforward and highly stereoselective access to (E)-β-amidovinyl sulfones in moderate to excellent yields. The reaction proceeds readily under mild conditions at room temperature and tolerates various sensitive functional groups. This process affords exclusively (E)-configurated β-amidovinyl sulfones independent of the starting material configuration. Moreover, a direct transformation of organolithium reagents and sulfur dioxide into β-amidovinyl sulfones is described.
A convenient synthesis of N-vinyl enamides via the lithiation and ring-opening reaction of 2-phenyl-2-oxazolines
Xu, Yi,Liu, Xiao-Yu,Wang, Zi-Qi,Tang, Liang-Fu
, p. 1788 - 1791 (2017/04/13)
A simple and efficient synthesis of N-vinyl enamides via the lithiation and ring-opening reaction of 2-phenyl-2-oxazolines with lithium diisopropylamide at room temperature has been developed. This method is especially suitable for the synthesis of multif
METHOD FOR PREPARING ENAMIDE COMPOUND AND RUTHENIUM COMPLEX CATALYST USED THEREIN
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Paragraph 0104; 0105, (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
Cesium hydroxide-mediated regio- and stereoselective hydroamidation of internal aryl alkynes with primary amides
Yamamoto, Chiaki,Hirano, Koji,Miura, Masahiro
supporting information, p. 1048 - 1050 (2017/06/28)
A cesium hydroxide-mediated hydroamidation of internal aryl alkynes with primary amides has been developed. The reaction proceeds with high anti-selectivity to deliver the corresponding stereodefined (Z)-enamides in good yields. The alkali base-promoted system is also compatible with unsymmetrical aryl alkyl alkynes, and the hydroamidated products are obtained with high regioselectivity as well as stereoselectivity.
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
supporting information, 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
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.
Iodine(III)-promoted synthesis of oxazoles through oxidative cyclization of N -styrylbenzamides
Hempel, Christian,Nachtsheim, Boris J.
supporting information, p. 2119 - 2123 (2013/10/21)
The hypervalent iodine reagent PhI(OTf)2, generated in situ, has been successfully utilized in an intramolecular oxidative cyclization of N-styrylbenzamides. In remarkably short reaction times, the desired 2,5-disubstituted oxazoles were isolated in high yields in this metal-free oxidative C-O bond-forming reaction. Georg Thieme Verlag Stuttgart, New York.
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.
