29124-68-3Relevant academic research and scientific papers
Dehydrative Beckmann rearrangement and the following cascade reactions
Liu, Yinghui,Wei, Yongjiao,Xie, Lan-Gui
supporting information, (2021/11/16)
The Beckmann rearrangement has been predominantly studied for the synthesis of amide and lactam. By strategically using the in situ generated Appel's salt or Mitsunobu's zwitterionic adduct as the dehydrating agent, a series of Beckmann rearrangement and following cascade reactions have been developed herein. The protocol allows the conversion of various ketoximes into amide, thioamide, tetrazole and imide products in modular procedures. The generality and tolerance of functionalities of this method have been demonstrated.
Concise total syntheses of Marinoquinolines A-C
Ni, Lijun,Li, Ziyuan,Wu, Fan,Xu, Jinyi,Wu, Xiaoming,Kong, Lingyi,Yao, Hequan
, p. 1271 - 1274 (2012/03/27)
The first concise total syntheses of pyrroloquinoline natural products, Marinoquinolines A-C, have been achieved in six linear steps from commercially available starting materials. The key steps were a reaction between (p-tolylsulfonyl)methylisocyanide (TosMIC) and α, β-unsaturated ester under basic condition to prepare the pyrrole moiety and Morgen-Walls reaction to construct quinoline ring.
Intermolecular and intramolecular pauson-khand reactions of functionalized Allenes
Gonzalez-Gomez, Alvaro,Anorbe, Loreto,Poblador, Amalia,Dominguez, Gema,Perez-Castells, Javier
supporting information; experimental part, p. 1370 - 1377 (2009/04/11)
Pauson-Khand reactions of functionalized allenes with different alkynes give cyclopentenones with generally high regio-and stereoselectivities. The allenes react through their external double bonds, giving cyclopentenones with exocyclic double bond at their β positions and predominantly with E stereochemistry. Some intramolecular reactions with allenynes connected through aromatic rings are described. These give the corresponding heterocycles with moderate to good yields. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
A new method for the generation of indole-2,3-quinodimethanes and 2-(N-alkoxycarbonylamino)-1,3-dienes. Intramolecular Heck/Diels-Alder cycloaddition cascade starting from acyclic α-phosphono enecarbamates
Fuwa, Haruhiko,Sasaki, Makoto
, p. 2876 - 2878 (2008/02/10)
An intramolecular Heck/Diels-Alder cycloaddition cascade starting from acyclic α-phosphono enecarbamates has been developed to prepare nitrogen heterocycles via indole-2,3-quinodimethanes and 2-(N-alkoxycarbonylamino)-1,3- dienes. The Royal Society of Che
Novel formation of indoles and 3,1-benzoxazines from o-alkenylanilides and dimethyl(methylthio)sulfonium trifluoromethanesulfonate
Okuma, Kentaro,Yasuda, Takumi,Takeshita, Itsuki,Shioji, Kosei,Yokomori, Yoshinobu
, p. 8250 - 8254 (2008/02/08)
The reaction of dimethyl(methylthio)sulfonium trifluoromethanesulfonate (DMTST) with o-allylphenol gave 2-methylthiomethyl-2,3-dihydrobenzofuran in 97% yield. The reaction of DMTST with N-tosyl-o-isopropenylanilide followed by the addition of aq sodium carbonate afforded N-tosyl-3-methylindole in 88% yield, whereas N-tosyl-o-vinylanilide afforded N-tosylindoline in 85% yield.
Fused heterotricyclic compounds as inhibitors of 17beta-hydroxysteroid dehydrogenase 3
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Page/Page column 20, (2008/06/13)
Fused heterotricyclic compounds, methods of using such compounds in the treatment of hormone sensitive diseases such as prostate cancer, and pharmaceutical compositions containing such compounds.
Tandem Enyne Metathesis-Diels-Alder Reaction for Construction of Natural Product Frameworks
Rosillo, Marta,Dominguez, Gema,Casarrubios, Luis,Amador, Ulises,Perez-Castells, Javier
, p. 2084 - 2093 (2007/10/03)
Enynes connected through aromatic rings are used as substrates for metathesis reactions. The reactivity of three ruthenium carbene complexes is compared. The resulting 1,3-dienes are suitable precursors of polycyclic structures via a Diels-Alder process.
Novel synthesis of 2-chloroquinolines from 2-vinylanilines in nitrile solvent
Lee, Byoung Se,Lee, Jae Hak,Chi, Dae Yoon
, p. 7884 - 7886 (2007/10/03)
2-Vinyl- or heteroaryl-substituted anilines were reacted with diphosgene in acetonitrile solution via a reactive imidoyl moiety to afford the corresponding 2-chloroquinolines. Facile syntheses of nine 2-chloroquinoline derivatives from several anilines and their postulate mechanism is described. The postulate mechanism of 2-chloroquinoline formation via imidoyl moiety as a good leaving group shows that the reaction consists of the following three steps: (1) generation of phenylisocyanate, (2) quinoline ring formation, and (3) chlorination on C2 position of quinoline.
Generation of substituted styrenes via Suzuki cross-coupling of aryl halides with 2,4,6-trivinylcyclotriboroxane
Kerins, Fergal,O'Shea, Donal F.
, p. 4968 - 4971 (2007/10/03)
The synthesis of functionalized styrene derivatives can be readily achieved utilizing a Suzuki cross-coupling protocol between aryl halides and 2,4,6-trivinylcyclotriboroxane-pyridine complex. The scope and limitations of the procedure were demonstrated by investigation of an array of ortho-substituted aryl halides.
