Synthesis of 3-Chlorofurans and 5-Chlorofuropyrimidine Nucleosides

Significance

Reported is a simple and convenient procedure for electrophilic chlorocyclization of propargylic ketones leading to 3-chlorofurans in excellent preparative yields. The reaction was extended for the synthesis of furopyrimidine nucleosides from readily available 5-alkynyl-2′-deoxyuridine with equally good results. As a further application, the resulting 3-chlorofurans were subjected to typical Fu conditions for the Suzuki-Miyaura reaction to afford 3-arylfuran derivatives.