Iodine-Mediated Domino Cyclization for One-Pot Synthesis of Indolizine-Fused Chromones via Metal-Free sp³ C–H Functionalization

Abstract

An efficient method for the synthesis of new indolizine-fused chromones has been accomplished from ethyl (E)-3-(2-acetylphenoxy)­acrylates and pyridines in a “one-pot” manner. Facile operation in open-air, metal-free, and mild conditions renders this protocol particularly practical and attractive. Moreover, this method can simultaneously construct two molecular fragments of chromone and indolizine. Scale-up experiment and the construction of natural products further prove the practicability of this strategy.

tert-Butyl Nitrite-Induced Radical Nitrile Oxidation Cycloaddition: Synthesis of Isoxazole/Isoxazoline-Fused Benzo 6/7/8-membered Oxacyclic Ketones

“…The crude residues were purified by column chromatography using an ethyl acetate/petroleum ether mixture to obtain the desired products (Scheme 4). Compounds 3a-3q were prepared according to the referenced literature [39,40]. To a solution of 1-(2-hydroxyphenyl)ethan-1-one) (1.0 equiv.)…”

“…The extract was dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude Compounds 3a-3q were prepared according to the referenced literature [39,40]. To a solution of 1-(2-hydroxyphenyl)ethan-1-one) (1.0 equiv.)…”

Recent advances in the synthesis of chromenone fused pyrrolo[2,1-a]isoquinoline derivatives

“…In another report, the same group 88 reported a simple and efficient one-pot method for the synthesis of ester-substituted 4 H -chromen-4-one (chromone) fused to the five-membered ring of pyrrolo[2,1- a ]isoquinolines from ethyl ( E )-3-(2-acetylphenoxy)acrylates and isoquinoline involving [3+2] cycloaddition and aromatization (Scheme 30).…”

Iodine-Mediated Alkoxyselenylation of Alkenes and Dienes with Elemental Selenium

“…Nowadays, the iodine-mediated reactions of alkene functionalization are actively used in organic synthesis [ 19 , 20 , 21 ] since molecular iodine is non-toxic, inexpensive, safe, and easy to use in the handling of reagents. These reactions are employed in the synthesis of organoselenium compounds, for example, for selenylation of alkenes with organic diselenides via the formation of a Se–C bond, Scheme 1 [ 22 , 23 , 24 ].…”