1,2-Difunctionalization of Acetylene Enabled by Light.
Angew Chem Int Ed Engl
; 62(16): e202300268, 2023 Apr 11.
Article
em En
| MEDLINE
| ID: mdl-36847727
ABSTRACT
Although the direct conversion of gaseous acetylene into value-added liquid commodity chemicals is becoming increasingly attractive, the majority of the established methodologies are focused on cross-coupling, hydro-functionalization, and polymerization. Herein, we describe a 1,2-difunctionalization method that inserts acetylene directly into readily available bifunctional reagents. This method provides access to diverse C2-linked 1,2-bis-heteroatom products in high regio- and stereoselectivity along with opening up previously unexplored synthetic directions. In addition, we demonstrate this method's synthetic potential by converting the obtained products into diverse functionalized molecules and chiral sulfoxide-containing bidentate ligands. Using a combination of experimental and theoretical methods, the mechanism for this insertion reaction was investigated.
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MEDLINE
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En
Ano de publicação:
2023
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Article