Indolizidine and quinolizidine alkaloids

Iron-Catalysed C-3 Functionalisation of Indolizines via C–H Bond Cleavage

“…The transformation completed under 60 °C in 2h in 96 % isolated yield (Table 1, entry 10). Otherwise, CH 3 CN performed better than other apolar aprotic solvents (CCl 4 , THF, Et 2 O) and aprotic polar solvents (DMF, DMSO) (Table 1, entries [11][12][13][14][15][16][17][18]. Furthermore, this transformation was very practical as it does not need the use of bases or ligands and the rigorous exclusion of air/moisture was not required.…”

“…The regioselective conversion of C-H to C-C bonds would result in shortening of synthetic schemes by allowing the use of readily available starting materials. [6][7][8][9][10][11] Indolizines are interesting structures in a wide variety of natural products with useful biological activities [11][12][13][14][15][16] and pharmaceutical properties. [17][18][19][20][21][22] The functionalisation of indolizines have attracted considerable interest in the past and metalcatalysed direct functionalisation of indolizines has been explored recently.…”

Synthesis and Characterisation of 2,3a,5,6,7a-pentaacetoxy-octahydro-1H-indene from indan-2-ol

“…One of the most important classes of alkaloids has an indolizidine skeleton as a key structural element. [1][2][3] They include polyhydroxyindolizidines, such as castanospermine 1 and swainsonine 2, which constitute a class of iminosugars. Some members of this class of compounds have been shown to have therapeutic properties, such as immunosuppressive, anti-malarial, anti-viral, anticancer, and anti-diabetic effects, and they also exhibit interesting biological activities, including glycosidase inhibitory properties.…”

The First Approach to the Synthesis of 1-Unsubstituted 2-Arylindolizines by Intramolecular 1,5-Dipolar Cyclization of 2-(2-Arylethenyl)pyridinium Ylides in the Presence of Tetrakis(pyridine)cobalt (II) Dichromate

“…Perhydro derivatives of indolizine occurr in natural products. 1,2 However, indolizines with discrete aromatic nucleus could be synthesized only in laboratories. For both theoretical and practical reasons, synthetic indolizines have attracted special attention in past years.…”