Beilstein J. Org. Chem.2022,18, 863–871, doi:10.3762/bjoc.18.87
inexpensive and easy to handle Se powder as the Se source. The reaction proceeded with terminal alkynes having various substitutions, such as aryl, vinyl, and alkyl groups. The obtained alkynylimidazopyridinylselenide was found to undergo nucleophilic substitution reaction on Se atom using organolithium
reagents and 1,3-dipolar azide–alkyne cycloaddition based on the alkyne moiety.
Keywords: alkynylimidazopyridinylselenide; copper catalyst; imidazo[1,2-a]pyridine; selenium; tandem reaction; terminal alkyne; Introduction
Imidazo[1,2-a]pyridines are important heterocycles that serve as key functional
, and triethylamine resulted in the formation of the expected alkynylimidazopyridinylselenide 4aa in moderate to good yields (Table 1, entries 1–8). Among them, Na2CO3 was identified as the optimal base in terms of yield of product 4aa and reaction time (entry 5 in Table 1). Notably, during the one
PDF
Graphical Abstract
Figure 1:
Biologically active selenides having alkynyl or imidazopyridinyl groups.