5982-23-0Relevant academic research and scientific papers
A speedy route to sterically encumbered, benzene-fused derivatives of privileged, naturally occurring hexahydropyrrolo[1,2-b]isoquinoline
Bakulina, Olga,Ivanov, Alexander,Suslonov, Vitalii,Darin, Dmitry,Krasavin, Mikhail
, p. 1413 - 1424 (2017/07/28)
A series of 15 benzene-fused hexahydropyrrolo[1,2-b]isoquinolonic acids with substantial degree of steric encumbrance has been prepared via a novel variant of the Castagnoli-Cushman reaction of homophthalic anhydride (HPA) and various indolenines. The employment of a special kind of a cyclic imine component reaction allowed, for the first time, isolating a Mannich-type adduct between HPA and an imine component which has been postulated but never obtained in similar reactions.
Reduction of 3-(carboxyaryl)isocoumarins with sodium borohydride
Ishchenko,Voevoda,Shablykina,Turov,Khilya
experimental part, p. 1212 - 1224 (2012/08/07)
Reduction of 3-(carboxyaryl)isocoumarins with sodium borohydride proceeds with formation of corresponding 3-carboxyaryl-3,4-dihydroisocoumarins or isomeric dihydrophthalides, 3-(2-carboxybenzyl)-2-benzofuran-1(3H)-ones. Derivatives at the carboxyl group of 3-carboxyaryl-3,4-dihydroisocoumarins and 3-(2-carboxybenzyl)-2-benzofuran-1(3H)-ones have been obtained. 0009-3122/12/4710-12122012 Springer Science+Business Media, Inc.
New highly diastereoselective Perkin/Michael addition domino reaction between homophthalic anhydride and aromatic aldehydes: A facile approach to blue-fluorescent dibenzo[c,h]chromenones
Bogdanov, Milen G.,Mitrev, Yavor,Tiritiris, Ioannis
supporting information; experimental part, p. 377 - 384 (2011/02/28)
A series of new trans-11-aryl-6-oxo-6H-dibenzo[c,h]chromene-12-carboxylic acids has been synthesised through anew Perkin/Michael addition domino reaction between homophthalic anhydride and aromatic aldehydes. The synthesis is straightforward and gives goo
Reaction discovery using microfluidic-based multidimensional screening of polycyclic Iminium Ethers
Treece, Jennifer L.,Goodell, John R.,Velde, David Vander,Porco Jr., John A.,Aube, Jeffrey
supporting information; experimental part, p. 2028 - 2038 (2010/06/20)
"Chemical Equation Presented" Polycyclic iminium ethers are ambident electrophilic intermediates that react with a range of nucleophiles in a highly condition-dependent manner to afford densely functionalized lactams. In an effort to expand the scope of reactivity and assist in the generation of new chemotypes from these intermediates, several iminium, ethers were subjected to reaction screening using an automated microfluidics reaction platform. Application of this approach led to the discovery of several interesting reaction pathways involving the iminium ether intermediates that, will be described.
Facile and convenient syntheses of 6,11-dihydro-5H-indeno[1,2-c] isoquinolin-5-ones and 6,11-dihydro-5H-indolo[3,2-c]isoquinolin-5-one
Jagtap, Prakash G.,Baloglu, Erkan,Southan, Garry,Williams, William,Roy, Aloka,Nivorozhkin, Alexander,Landrau, Nelson,Desisto, Kevin,Salzman, Andrew L.,Szabo, Csaba
, p. 1753 - 1756 (2007/10/03)
(Chemical Equation Presented) The synthesis of 6,11-dihydro-5H-indeno[1,2- c]isoquinolin-5-ones from the base-promoted condensation reaction of homophthalic anhydride and 2-(bromomethyl)-benzonitrile and a convenient method for the synthesis of indolo[3,2-c]isoquinolinones are described.
Novel Reactions: Part II - Homologous Condensations of Phthalic and Homophthalic Anhydrides; 13C NMR and Mechanism of Formation of Isocoumarins
Ayyangar, N. R.,Srinivasan, K. V.
, p. 1108 - 1115 (2007/10/02)
The condensations of phthalic and homophthalic anhydrides with homophthalic acid do not yield the corresponding diketones (5 and 10) and/or their tautomeric enols, but give the corresponding isocoumarin derivatives (6 and 11) along with their spirodilactones (7 and 12).The UV, IR, PMR and mass spectral data suggest either the isocoumarin or the diketonic structures for the products.However, the structures have been unambiguously established by 13C NMR spectroscopic analysis.A plausible mechanism for the formation of isocoumarins has also been discussed.
