1256285-91-2Relevant academic research and scientific papers
Efficient synthesis via azide-alkyne Huisgen [3+2] cycloaddition reaction and antifungal activity studies of novel triazoloquinolines
Saravanan, Nagarajan,Arthanareeswari, Maruthapillai,Kamaraj, Palanisamy,Sivakumar, Bitragunta
, p. 5379 - 5388 (2015)
New functionalized 1,2,3-triazoloquinolines were achieved by intramolecular azide-alkyne Huisgen [3+2] cycloaddition. These derivatives were synthesized via the key Baylis-Hillman adduct under mild, neutral conditions in short duration and consistently go
Tandem 6π-Azatriene Electrocyclization of Fused Amino-cyclopentenones: Synthesis of Functionalized Pyrrolo- And Indolo-quinoxalines
Saini, Kapil Mohan,Saunthwal, Rakesh K.,Kumar, Ankit,Verma, Akhilesh K.
supporting information, p. 7586 - 7591 (2021/10/12)
A tandem 6π-azacyclization approach for the synthesis of diversified pyrrolo/indolo[1,2-a]quinoxalines from amino-cyclopentenones has been developed. The reaction proceeds through a trifluoroacetic-acid-mediated 6π-electrocyclization and concomitant opening of the cyclopentenone ring. The advantageous features of the developed chemistry include transition-metal-free conditions, operational simplicity, and a broad substrate scope. Further X-ray crystallographic studies confirm the assigned structures of the fused heterocycles.
Pyrano[4,3-b]quinolines library generation via iodocyclization and palladium-catalyzed coupling reactions
Aggarwal, Trapti,Imam, Maryam,Kaushik, Naveen K.,Chauhan, Virander S.,Verma, Akhilesh K.
scheme or table, p. 530 - 536 (2011/11/06)
Synthesis of a 80-member library of novel pyrano[4,3-b]quinolines in solution-phase is reported. The key intermediate, 4-iodopyrano[4,3-b]quinolines were synthesized by the electrophilic iodocyclization of corresponding ortho-alkynyl aldehydes in good to
Iodine-mediated solvent-controlled selective electrophilic cyclization and oxidative esterification of o-alkynyl aldehydes: An easy access to pyranoquinolines, pyranoquinolinones, and isocumarins
Verma, Akhilesh K.,Rustagi, Vineeta,Aggarwal, Trapti,Singh, Amit P.
scheme or table, p. 7691 - 7703 (2010/12/29)
Chemoselective behavior of iodine in different solvents in the electrophilic iodocyclization of o-alkynyl aldehydes is described. o-Alkynyl aldehydes 3a-t on reaction with I2 in CH2Cl2 with appropriate nucleophiles provides pyrano[4,3-b]quinolines 4a-f, via formation of cyclic iodonium intermediate Q; however, using alcohols as a solvent as well as nucleophile, o-alkynyl esters 5a-y were obtained selectively in good to excellent yields via formation of hypoiodide intermediate R. Subsequently, o-alkynyl esters were converted in to pyranoquinolinones 6a-i and isocoumarin 6j by electrophilic iodocyclization. This developed oxidative esterification provides a novel access for the chemoselective synthesis of esters 5q-u from aldehydes 3n-p without oxidizing primary alcohol present in the substrate.
