Furan-2-boronic acid → HCID 11739063, compound

HRID 2298279Notes

Reaction equation

HRID 2298279 reaction equation
[CH3:1][C:2]1([CH3:19])[C:6](=[O:7])[C:5](I)=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([S:15]([CH3:18])(=[O:17])=[O:16])=[CH:11][CH:10]=2)[O:3]1.[O:20]1[CH:24]=[CH:23][CH:22]=[C:21]1B(O)O>>[CH3:1][C:2]1([CH3:19])[C:6](=[O:7])[C:5]([C:21]2[O:20][CH:24]=[CH:23][CH:22]=2)=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([S:15]([CH3:18])(=[O:17])=[O:16])=[CH:11][CH:10]=2)[O:3]1

Participants

3

Reactant 2

HCID 2734357Furan-2-boronic acidHCID 18386140HCID 18386140, compound

Product 1

HCID 11739063HCID 11739063, compoundYield 22.2%

Procedure

250 mg of 2,2-dimethyl-4-iodo-5-{4-(methylsulfonyl)phenyl}-3(2H)-furanone was 86 mg of furan-2-boronic acid by a procedure similar to the procedure in Example 2 to afford 47 mg of 2,2-dimethyl-4-(2-furanyl)-5-{4-(methylsulfonyl)phenyl}-3(2H)-furanone as a solid. NMR: δ1.56 (s, 6H), 3.11 (s, 3H), 6.51 (m, 1H), 6.89 (d, J=3.6 Hz, 1H), 7.37 (d, J=3.6 Hz, 1H), 7.97 (m, 4H). IR (cm−1): 2989, 1703, 1409, 1317, 2989, 1703, 1409, 1317, 1148, 959, 771.

Sources & evidence

ORD record
ord-eb5acc74836a408f895383ec1ade58d2
Source dataset
uspto-grants-2002_12
Patent number
US06492416B1

Reaction notes

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