462648-19-7Relevant academic research and scientific papers
Nitrochlorination of methyl tricyclo[4.1.0.02,7]heptane-1- carboxylate and phenyl tricyclo[4.1.0.02,7]hept-1-yl sulfone
Vasin,Kostryukov,Semenov,Razin
experimental part, p. 528 - 531 (2009/04/11)
Treatment of methyl tricyclo[4.1.0.02,7]heptane-1-carboxylate and phenyl tricyclo[4.1.0.02,7]hept-1-yl sulfone with a ~1:8 mixture of N2O4 and NOCl in diethyl ether at -5 to 0°C gave products of formal anti-addition of NO2Cl at the central C 1-C7 bond. In the reaction with phenyl tricyclo[4.1.0.02,7]hept-1-yl sulfone nitryl chloride acts as an effective chlorinating agent; as a result, a mixture of diastereoisomeric syn- and anti-6,7-dichlorobicyclo[3.1.1]hept-6-yl phenyl sulfones at a ratio of 7.5:1 is formed.
