Reaction #321630

ord-6cb364a7ec3c4242bd5301897aaa98dd

Reaction equation

OB(O)c1ccc(C(F)(F)F)cc1
4-trifluoromethylbenzene boronic acid
O=S(=O)(c1ccc(Br)s1)n1cccc1
N-(5-bromothiophene sulfonyl)pyrrole
→
O=S(=O)(c1ccc(-c2ccc(C(F)(F)F)cc2)s1)n1cccc1
N-{5-[4-(trifluoromethyl)phenyl]thiophene-2-sulfonyl}pyrrole
Yield 75.0%

Reactants

OB(O)c1ccc(C(F)(F)F)cc1
4-trifluoromethylbenzene boronic acid
O=S(=O)(c1ccc(Br)s1)n1cccc1
N-(5-bromothiophene sulfonyl)pyrrole

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherPurification by column chromatography

Procedure

N-{5-[4-(trifluoromethyl)phenyl]thiophene-2-sulfonyl}pyrrole was prepared in the same manner as described in Example 32C using 4-trifluoromethylbenzene boronic acid and N-(5-bromothiophene sulfonyl)pyrrole. Purification by column chromatography using 2% ethyl acetate/hexanes gave the pure sulfonamide as a white powder in 75% yield.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05594021uspto-grants-1997_01