Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 70741Generated: October 29, 2026

1-Cyclohexenyl trifluoromethanesulfonate → 3-(Cyclohex-1-en-1-yl)thiophene

https://huagongshe.com/reaction/70741

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Cyclohexenyl trifluoromethanesulfonateHCID 319440—
ReactantThiophene-3-boronic acidHCID 581760—
CatalystHCID 178418397HCID 178418397—
SolventDiethyl EtherHCID 3283—
SolventSodium CarbonateHCID 10340—
Product3-(Cyclohex-1-en-1-yl)thiopheneHCID 1264747291.3%

Reaction Steps

3-Thiophene boronic acid (128 mg, 1.00 mmol), cyclohexenyl triflate (230.2 mg, 1.00 mmol) was dissolved in Et2O (4 mL) and 2M Na2CO3 (1 mL). The mixture was degassed and Pd(PPh3)4 (0.05 mmol) added. After stirring at room temperature for 4 h the mixture was filtered through celite, rinsed with Et2O, dried (Na2SO4) and subjected to column chromatography (silica, pentane) to yield 150 mg of a volatile liquid. GC-MS: M+=164.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822548B2
Source datasetuspto-grants-2014_09
ORD IDord-a705f71dfea34badb6cc493f161878ee
Source noteuspto-grants-2014_09