Facile three-component domino reactions in the regioselective synthesis and antimycobacterial evaluation of novel indolizines and pyrrolo[2,1-a]isoquinolines

Synthesis of pyrrolidinedione-fused hexahydropyrrolo[2,1-a]isoquinolines via three-component [3+2] cycloaddition followed by one-pot N-allylation and intramolecular Heck reactions

“…Many of these scaffolds were synthesized through the combination of MCR and one-pot synthesis. Literature search indicated that [3+2] cycloadditioninitiated method has also been used for the synthesis of hexahydropyrrolo[2,1-a]isoquinolines by employing stable 1,3-dilpolars generated from amino esters [15,40] or isoquinolines [41][42][43][44][45][46][47][48][49]. We like to report in this paper our effort on the synthesis of pyrrolidinedione-fused hexahydropyrrolo[2,1a]isoquinolines via sequential 1,3-dipolar cycloaddition, N-allylation, and intramolecular Heck cyclization reactions (Scheme 2, K).…”

KF/Al2O3 as a Recyclable Basic Catalyst for 1,3-Dipolar Cycloaddition Reaction: Synthesis of Indolizine-1-Carbonitrile Derivatives

“…6,7 Biological and pharmacological applications of numerous and diverse indolizine derivatives have made them as of interest heterocyclic compounds to work on. [8][9][10] Many substituted indolizine derivatives have shown biological activities such as anti-inflammatory, 11 antioxidant, 12 anticancer, 13 antitubercular, 14 antimicrobial, …”

1,3-Dipolar cycloaddition between acetylenic dipolarophiles and sydnone-N-ylides as bis(1,3-dipoles)

“…[15][16][17][18][19][20][21] Also, the sydnones served as a key intermediate in the synthesis of the alkaloid withasomnine 22 As a result of their interesting chemistry, biological and physicochemical properties, sydnones have already been the subject of various reviews. 10,23,24 On the other hand, the pyrroloazines, pyrrolo[2,1-a]phthalazines and pyrrolo[2,1-a]isoquinolines have attracted more attention due to their biological [25][26][27][28][29][30] and optical 31,32 properties. Furthermore, pyrrolo[2,1-a]isoquinoline serves as the scaffold of important classes of alkaloids such as lamellarins, crispine, salsoline, erythrina and annosqualine.…”