1,3-Dibromobenzene → 3'-bromo-[1,1'-biphenyl]-4-carbaldehyde

HRID 1993097Notes

Reaction equation

HRID 1993097 reaction equation
[CH:1]([C:3]1[CH:8]=[CH:7][C:6](B(O)O)=[CH:5][CH:4]=1)=[O:2].[Br:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15](Br)[CH:14]=1>>[Br:12][C:13]1[CH:14]=[C:15]([C:6]2[CH:7]=[CH:8][C:3]([CH:1]=[O:2])=[CH:4][CH:5]=2)[CH:16]=[CH:17][CH:18]=1

Participants

3

Reactant 2

HCID 79271,3-DibromobenzeneHCID 5910734-Formylphenylboronic Acid

Product 1

HCID 13924963'-bromo-[1,1'-biphenyl]-4-carbaldehyde

Procedure

For example, as shown in Scheme 42, Example 1,4-formylbenzeneboronic acid 42.1 is coupled with 1,3-dibromobenzene 42.9 to give 3′-bromo-4-formylbiphenyl 42.10. The product is then coupled, as described above, with a dialkyl phosphite 42.4 to give the biphenyl phosphonate ester 42.11.

Sources & evidence

ORD record
ord-0995680fc28f45638dbfd73351bb7af0
Source dataset
uspto-grants-2010_01
Patent number
US07649015B2

Reaction notes

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