Styrene → (2-Azidoethenyl)benzene
Reaction equation
[B-]1(F)(F)[N+:9]2=[CH:10][CH:11]=[CH:12][C:8]2=[CH:7][C:6]2N1C=[CH:4][CH:5]=2.C=CC1C=CC=CC=1.Br[N:24]=[N+:25]=[N-]>[Cu]>[N:9]([CH:10]=[CH:11][C:12]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1)=[N+:24]=[N-:25]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
In the copper binding embodiment of the invention, the chemosensor, (12), comprises 8-HQ moiety as a binding site and BODIPY as a reporting group. (10) was prepared from styrene by bromination, conversion to the bromoazide which was eliminated to give azidostyrene; on heating (10) was isolated. (11) was synthesized by (10)'s reaction with methoxytetralone in the presence of NaH. In a one-pot three-step conversion, 8-HQ-2-carbaldehyde was condensed with pyrrole (11) to afford the dipyromethane which was oxidized to the dipyrromethene and reaction with BF3-OEt2 gave chemosensor (12) (FIG. 12, Scheme 2).
Sources & evidence
- ORD record
- ord-c4694c29080846ab993118195ce5dada
- Source dataset
- uspto-grants-2011_08
- Patent number
- US07994311B2
Reaction notes
Loading…