2-Thiopheneboronic acid → Thiophene

HRID 1721365Notes

Reaction equation

HRID 1721365 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[B:6]([OH:8])[OH:7].[C:9]([O:13][C:14]1[CH:19]=[CH:18][C:17](Br)=[CH:16][CH:15]=1)([CH3:12])([CH3:11])[CH3:10]>>[S:1]1[CH:5]=[CH:4][CH:3]=[CH:2]1.[C:9]([O:13][C:14]1[CH:19]=[CH:18][C:17]([B:6]([OH:8])[OH:7])=[CH:16][CH:15]=1)([CH3:12])([CH3:11])[CH3:10]

Participants

4

Reactant 2

HCID 27339602-Thiopheneboronic acidHCID 27639591-Bromo-4-(tert-butoxy)benzene

Product 2

HCID 8030ThiopheneHCID 113899354-tert-Butoxyphenylboronic acid

Procedure

3-(4-Benzyloxy)phenoxy!benzo b!thiophene-2-boronic acid was reacted with 4-(-tertbutoxy)bromobenzene according to the conditions described above for 2-iodo-3-(4-benzyloxy)phenoxy!benzo b!thiophene and 4-(tertbutoxy)phenyl boronic acid to give 2-(4-tertbutyloxyphenyl)-3-(4-benzyloxy)phenoxy!benzo b!thiophene in 81% yield.

Sources & evidence

ORD record
ord-919a9c941b6d478f9d0acbf56d4f6062
Source dataset
uspto-grants-1996_04
Patent number
US05510358

Reaction notes

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