Thiophene-3-boronic acid → 2-Fluoro-6-(thien-3-yl)anisole

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4](I)[C:3]=1[O:9][CH3:10].[S:11]1[CH:15]=[CH:14][C:13](B(O)O)=[CH:12]1>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:13]2[CH:14]=[CH:15][S:11][CH:12]=2)[C:3]=1[O:9][CH3:10]

Participants

Reactant 2

HCID 581760Thiophene-3-boronic acid

HCID 227234331-Fluoro-3-iodo-2-methoxybenzene

Product 1

HCID 227234492-Fluoro-6-(thien-3-yl)anisole

Procedure

2-Fluoro-6-(thien-3-yl)anisole is prepared from 2-fluoro-6-iodoanisole (1.35 g, 5.36 mmol) by Suzuki coupling with thiophene-3-boronic acid according to the general procedure described in Representative Procedure 4(b) below; yield: 1.05 g (94%).

Sources & evidence

ORD record: ord-81b858b0e9e14c4fa05fb37afa943ecf
Source dataset: uspto-grants-2004_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06730792B2

Reaction notes

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