"Snapshot" Trapping of Multiple Transient Azolyllithiums in Batch.
Chemistry
; 27(40): 10267-10273, 2021 Jul 16.
Article
in En
| MEDLINE
| ID: mdl-33960030
ABSTRACT
Recent developments in flow microreactor technology have allowed the use of transient organolithium compounds that cannot be realized in a batch reactor. However, trapping the transient aryllithiums in a "halogen dance" is still challenging. Herein is reported the trapping of such short-lived azolyllithiums in a batch reactor by developing a finely tuned inâ
situ zincation using zinc halide diamine complexes. The reaction rate is controlled by the appropriate choice of diamine ligand. The reaction is operationally simple and can be performed at 0 °C with high reproducibility on a multigram scale. This method was applicable to a wide range of brominated azoles allowing deprotonative functionalization, which was used for the concise divergent syntheses of both constitutional isomers of biologically active azoles.
Key words
Full text:
1
Database:
MEDLINE
Main subject:
Azoles
/
Zinc
Language:
En
Year:
2021
Type:
Article