223526-78-1Relevant articles and documents
An approach to the pyrroloquinoline core of martinelline and martinellic acid
Lovely, Carl J.,Mahmud, Hossen
, p. 2079 - 2082 (1999)
An expedient method for the assembly of the pyrroloquinoline skeleton found in the martinelline alkaloids using a [3+2] cycloaddition of an azomethine ylide and an alkene has been developed.
Overcoming the Deallylation Problem: Palladium(II)-Catalyzed Chemo-, Regio-, and Stereoselective Allylic Oxidation of Aryl Allyl Ether, Amine, and Amino Acids
Begam, Hasina Mamataj,Jana, Ranjan,Manna, Kartic,Samanta, Krishanu
supporting information, p. 7443 - 7449 (2020/10/09)
We report herein a Pd(II)/bis-sulfoxide-catalyzed intramolecular allylic C-H acetoxylation of aryl allyl ether, amine, and amino acids with the retention of a labile allyl moiety. Mechanistically, the reaction proceeds through a distinct double-bond isomerization from the allylic to the vinylic position followed by intramolecular carboxypalladation and the β-hydride elimination pathway. For the first time, C-H oxidation of N-allyl-protected amino acids to furnish five-membered heterocycles through 1,3-syn-addition is established with excellent diastereoselectivity.
Tandem Long Distance Chain-Walking/Cyclization via RuH2(CO)(PPh3)3/Br?nsted Acid Catalysis: Entry to Aromatic Oxazaheterocycles
Bernárdez, Rodrigo,Suárez, Jaime,Fa?anás-Mastral, Martín,Varela, Jesús A.,Saá, Carlos
supporting information, p. 642 - 645 (2016/03/01)
A novel route to 1,3-oxazaheterocycles based on cooperative Ru-H/Br?nsted acid catalysis is reported. The use of the commercially available RuH2(CO)(PPh3)3 complex allows for an efficient long distance chain-walking process while the Br?nsted acid is responsible for generation of an electrophilic iminium ion which is trapped intramolecularly by an alcohol moiety. The alcohol, besides its nucleophilic function, also plays an important role in the stabilization of the Ru catalyst. (Chemical Equation Presented).
Iridium-catalyzed direct C-H amidation with weakly coordinating carbonyl directing groups under mild conditions
Kim, Jinwoo,Chang, Sukbok
, p. 2203 - 2207 (2014/03/21)
An iridium-catalyzed direct C-H amidation of weakly coordinating substrates, in particular of those bearing ester and ketone groups, under very mild conditions has been developed. The observed high reaction efficiency was achieved by the combined use of acetic acid and lithium carbonate as additives. Copyright
An intramolecular azomethine ylide-alkene cycloaddition approach to pyrrolo[3,2-c]quinolines-synthesis of a C2-truncated martinelline model
Mahmud, Hossen,Lovely, Carl J,Rasika Dias
, p. 4095 - 4105 (2007/10/03)
The hexahydropyrrolo[3,2-c]quinoline core found in the Martinella alkaloids was constructed through an intramolecular [3+2] azomethine ylide-alkene cycloaddition. Some chemical manipulations of the tricycle are reported.