468760-93-2Relevant academic research and scientific papers
Stereoselective construction of functionalized tetracyclic and pentacyclic coumarinopyranpyrazole/pyrimidinedione/coumarin scaffolds using a solid-state melt reaction
Bakthadoss, Manickam,Kannan, Damodharan,Sivakumar, Nagappan,Malathi, Palani,Manikandan, Vasudevan
, p. 5597 - 5601 (2015)
An assembly of tetra / pentacyclic hybrid scaffolds have been synthesized for the first time using a solid-state melt reaction in a stereoselective fashion with excellent yields.
Enantioselective N-Heterocyclic Carbene Catalyzed Bis(enoate) Rauhut–Currier Reaction
Bae, Song,Zhang, Changhe,Gillard, Rachel M.,Lupton, David W.
, p. 13370 - 13374 (2019/08/21)
While the enantioselective Rauhut–Currier reaction is established with bis(enone) substrates, it is yet to be reported with less electrophilic bis(enoate) substrates. By exploiting high-nucleophilicity N-heterocyclic carbenes, it is possible to achieve Rauhut–Currier reactions with these substrates. The reaction is demonstrated with a range of intramolecular reactions (20 examples) and six esterification/RC reaction cascades, which all proceed with high enantioselectivity (most '93:7 er).
Intramolecular cycloaddition of azomethine ylides, from imines of O-acylsalicylic aldehyde and ethyl diazoacetate, to ester carbonyl - Experimental and DFT computational study
Kadina, Anastasia P.,Khlebnikov, Alexander F.,Novikov, Mikhail S.,Perez, Pedro J.,Yufit, Dmitry S.
body text, p. 5582 - 5591 (2012/08/07)
Intramolecular 1,3-dipolar cycloaddition of alkoxycarbonyl-substituted azomethine ylides to ester carbonyl was realized for the first time in the reaction of imines of O-acylsalicylic aldehyde with ethyl diazoacetate in the presence of Cu(tfacac)2/s
Intramolecular Povarov reactions involving 3-aminocoumarins
Kudale, Amit A.,Miller, David O.,Dawe, Louise N.,Bodwell, Graham J.
supporting information; experimental part, p. 7196 - 7206 (2011/10/31)
A series of pentacyclic heterocyclic systems (15 examples, 69-89%) have been synthesized using intramolecular Povarov reactions involving 3-aminocoumarins and O-cinnamylsalicylaldehydes. The Povarov adducts are formed with high selectivity for the trans,trans relative stereochemistry in the newly-formed [6,6] fused ring system. One example of a Povarov adduct featuring a new [6,5] fused ring system is reported. In this case, cis,trans relative stereochemistry was preferred.
A new domino Knoevenagel-hetero-Diels-Alder reaction: An efficient catalyst-free synthesis of novel thiochromone-annulated thiopyranocoumarin derivatives in aqueous medium
Moghaddam, Firouz Matloubi,Kiamehr, Mostafa,Khodabakhshi, Mohammad Reza,Mirjafary, Zohreh,Fathi, Shaghayegh,Saeidian, Hamdollah
experimental part, p. 8615 - 8622 (2011/01/04)
An efficient catalyst-free synthesis of novel pentacyclic thiochromone-annulated thiopyranocoumarin derivatives is achieved via domino Knoevenagel-hetero-Diels-Alder reaction of 4-hydroxy dithiocoumarin and O-acrylated salicylaldehyde derivatives in Hsub
Intramolecular 1,3-dipolar cycloaddition to ester carbonyl of azomethinylides prepared from aldimines and difluorocarbene
Voznyi,Novikov,Khlebnikov,Kopf,Kostikov
, p. 199 - 205 (2007/10/03)
Azomethinylides generated by reaction of difluorocarbene with N-alkyl- and N-arylimines of O-acylated salycilaldehyde undergo intramolecular 1,3-dipolar cycloaddition to the ester carbonyl group forming regioselectively 2,5-epoxy-1,4-benzoxazepine derivat
