New Method for Synthesis of 3-Arylindolizines from Electron-Deficient Alkynes through 1, 3-Dipolar Cycloaddition

Synthesis of Pyrrolo[2,1,5-cd]indolizines through Dehydrogenative Heck Annelation of Indolizines with Diaryl Acetylenes Using Dioxygen as an Oxidant

“…Recently, pyrrolo[2,1,5- cd ]indolizines were synthesized via a palladium-catalyzed decarboxylative coupling reaction between indolizines and α,β-unsaturated carboxylic acids . As a follow-up to our interest in indolizine derivatives, we considered the synthesis of pyrrolo[2,1,5- cd ]indolizine from indolizine with an electron-rich internal alkyne through the dehydrogenative Heck annelation reaction (Scheme ).…”

Facile Synthesis of Indolizines via 1,3-Dipolar Cycloadditions in [Omim]Br: The Promotion of the Reaction through Noncovalent Interactions

“…Indolizines have diverse biological activities, − and photophysical properties, , and can be used as intermediates of other nitrogen heterocycles, , so many approaches have been developed for the synthesis of these compounds. − Among them, 1,3-dipolar cycloadditions of pyridinium ylides with unsaturated hydrocarbons are one of the most convergent and straightforward approaches toward functionalized indolizines. − Nevertheless, a major drawback of this method is that toxic, flammable, and volatile solvents such as DMF, THF, and CHCl 3 are often required, − which is obviously contrary to the principle of green chemistry. − Furthermore, the scope of unsaturated hydrocarbons and low-activity arylmethylpyridinium ylides is limited. Although several approaches for 1,3-dipolar cycloadditions from arylmethylpyridinium ylides have been explored, − the advances of these strategies have not performed well in the data. To solve these issues, we envisage the exploration of an efficient route for the formation of indolizines via 1,3-dipolar cycloadditions in green solvents.…”