769923-09-3Relevant academic research and scientific papers
Regioselective aryl radical cyclization: Access to pyrimidine-annelated Spiro heterocycles through 5-exo ring closure
Majumdar,Mukhopadhyay
, p. 1864 - 1868 (2007/10/03)
Aryl radical cyclization of a range of 6-(2′- bromophenoxymethyl)-1,3-dimethyluracils 4a-g was carried out with tributyltin chloride and sodium cyanoborohydride in the presence of AIBN for four hours to give exclusively the '5-exo' cyclization products, 1,3-dimethylspiro[pyrimidine- 6,3′-2′,3′-tetrahydrobenzofuran]-2,4-diones 5a-g in 92-95% yield. The starting materials were in turn prepared in 90-92% yield by refluxing 6-chloro methyl-1,3-dimethyl uracil with various 2-bromophenols or 2-bromonaphthol in acetone in the presence of anhydrous potassium carbonate for eight hours.
