Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1020917Generated: November 2, 2026

Stannane, tributyl-1-cyclopenten-1-yl- → HCID 67273154, compound

https://huagongshe.com/reaction/1020917

Reaction equation

Participants

RoleNameHCIDCharge
ReactantStannane, tributyl-1-cyclopenten-1-yl-HCID 10915290—
ReactantHCID 67274065HCID 67274065—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
ProductHCID 67273154HCID 6727315465%

Reaction Conditions

Temperature90 °C

Reaction Steps

To 539 mg (1.22 mmol) the iodo intermediate from step 2 in 5 mL dry DMF was added 43 mg (0.061 mmol, 5 mol %) of PdCl2(PPh3)2, followed by 870 mg (2.44 mmol, 2 eq) tributylstannylcyclopentene. The reaction was heated to 90° C. for 4 h, concentrated, dissolved in EtOAc and filtered through celite. The EtOAc layer was washed with H2O, aqueous NaCl solution, dried (MgSO4), and concentrated. The product was purified by silica gel chromatography (5-15% EtOAc/hexane) to yield 302 mgs of 1-benzenesulfonyl-2-cyclopent-1-enyl-4,5-dimethoxy-1H-indole (65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08716493B2
Source datasetuspto-grants-2014_05
ORD IDord-36f3aa065efc46ad8123bbdb4e93d65c
Source noteuspto-grants-2014_05