58412-48-9Relevant academic research and scientific papers
Synthesis of Polysubstituted Pyrroles through Electro-Oxidative Annulation of 1,3-Dicarbonyl Compounds and Primary Amines
Xiong, Mingteng,Liang, Xiao,Zhou, Yifeng,Pan, Yuanjiang
, p. 4986 - 4993 (2021/04/12)
Reported herein is a synthetic method of polysubstituted pyrroles from easily available materials, 1,3-dicarbonyl compounds and primary amines, via electro-oxidative intermolecular annulation. Under similar conditions, enamines are also converted smoothly into desired products, indicating that in situ formed enamines are crucial intermediates for the first transformation. Neither transition-metal salts nor harsh conditions are required to facilitate the dehydrocyclization process.
Synthesis of polysubstituted pyrroles via phi(OAC)2-mediated oxidative coupling of enamine esters and ketones
Wang, Jun-Yan,Liu, Su-Ping,Yu, Wei
experimental part, p. 2529 - 2533 (2010/02/28)
Enamine esters or ketones could undergo homocoupling by the action of (diacetoxyiodo)benzene in the presence of BF3OEt2, giving rise to pyrrole products. This reaction could be used to synthesize symmetric polysubstituted pyrroles. Some asymmetric polysub
The synthesis of polysubstituted pyrroles via the coupling of phenyliodonium ylides and enamine esters
Wang, Jun-Yan,Wang, Xian-Pei,Yu, Zheng-Sen,Yu, Wei
supporting information; experimental part, p. 2063 - 2066 (2009/12/29)
The boron trifluoride etherate (BF--Et2O)-catalyzed reactions between phenyliodonium ylides and enamine esters provide an efficient method for the synthesis of polysubstituted pyrroles.
Zinc tetrafluoroborate-catalysed synthesis of highly substituted pyrroles by a solvent-free reaction
Ranu, Brindaban C.,Ghosh, Sudip,Das, Arijit
, p. 220 - 221 (2007/10/03)
A simple and highly efficient synthesis of penta- and tri-substituted pyrroles has been developed using the Paal-Knorr reaction catalysed by aqueous zinc tetrafluoroborate at room temperature under solvent-free conditions.
Hypervalent iodine in synthesis. 62: A tandem dimerization-cyclocondensation of enamine-esters with [bis(trifluoroacetoxy)iodo]benzene: A method of synthesis of highly substituted pyrroles
Zhang,Chen
, p. 1619 - 1624 (2007/10/03)
A tandem dimerization-cyclocondensation of enamine-esters with [bis(trifluoroacetoxy)iodo]benzene(BTI) provides an effective method for synthesis of highly substituted pyrroles.
Sequential Diels - Alder reaction of in situ generated 2,3-dimethylenepyrrole and carbodienophiles: Rapid synthesis of 2,3,6,7-tetrasubstituted carbazoles
Vessels, Jeffrey T.,Janicki, Slawomir Z.,Petillo, Peter A.
, p. 73 - 76 (2007/10/03)
(formula presented) 2,3,6,7-Tetrasubstituted-1,2,3,4,5,6,7,8-octahydrocarbazoles 2 were synthesized in 46-90% yields by sequential Diels-Alder reactions from N-benzyl-2,5-dimethyl-3,4-bisacetoxymethylpyrrole (1) and dienophiles such as maleic anhydride, maleimides, ethyl maleate, fumaronitrile, and ethyl acrylate. The 2,3,6,7-tetrasubstituted carbazoles 3 were then synthesized in 32-87% yields from 2 by oxidation with DDQ.
Reactivity of a new alkenyl phenyliodonium tosylate derived from methyl 3-aminocrotonate
Papoutsis, Ioannis,Spyroudis, Spyros,Varvoglis, Anastasios
, p. 1005 - 1012 (2007/10/03)
Methyl 3-aminocrotonate reacts with [hydroxy(tosyloxy)iodo]benzene to afford the corresponding E-2-phenyliodonio tosylate in good yield. This new alkenyl iodonium sat upon reaction with various nucleophiles offers an easy access to substituted enamine der
OXIDATION OF ENAMINE-ESTERS WITH LEAD TETRA-ACETATE - PART 3. β-AMINOCINNAMATES AND β-AMINOCROTONATES
Sukari, Mohamed A.,Vernon, John M.
, p. 793 - 796 (2007/10/02)
Oxidation of β-aminocinnamates and β-aminocrotonates with lead tetra-acetate gives fully substituted pyrrole-3,4-diesters.
