Tributyltin Chloride → HCID 57516642, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-iodo-4-cyclopent-1-enyl-pyridine (150 mg, 0.55 mmol) in THF (3 mL) at −78° C. was added n-BuLi (1.6 M in hexanes, 0.38 mL, 0.61 mmol). The resulting deep orange-brown solution was stirred at −78° C. for 15 min then tributylchlorostannane (0.17 mL, 61 mmol) was added dropwise. The reaction mixture was stirred at −78° C. for 30 min then warmed to room temperature over 30 min, quenched with water and extracted with EtOAc (2×). The combined organics were dried over MgSO4 and concentrated to provide 4-cyclopent-1-enyl-2-tributylstannanyl-pyridine as an orange oil which was used without further purification.

Provenance & Evidence