UVA Light-promoted Catalyst-free Cyclization of Vinyl Selenides: Green and Efficient Synthesis of C3-Unsubstituted 2-Selanyl Benzochalcogenophenes.
Chem Asian J
; 17(8): e202101394, 2022 Apr 14.
Article
in En
| MEDLINE
| ID: mdl-35294794
ABSTRACT
A metal- and catalyst-free photo-promoted cyclization of properly substituted vinyl selenides was developed using UVA irradiation. A total of eighteen new C3-unsubstituted 2-selanyl benzochalcogenophenes (benzofurans, benzothiophenes and benzoselenophenes) were prepared in 30-86% yield after irradiation with UVA at room temperature. The usefulness of the title compounds was demonstrated in the easy functionalization of the remaining free C-H bond of the benzochalcogenophenes to form new C-Se and C-Br bonds by simple procedures. Furthermore, the reaction can be performed under natural sunlight irradiation and the solvent is easily reused further in several subsequent runs.
Key words
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Ultraviolet Rays
/
Benzofurans
Language:
En
Journal:
Chem Asian J
Year:
2022
Document type:
Article
Affiliation country:
Brasil