Synthesis and structure of oxanorbornenes functionalized by nitro- and trichloromethyl groups

The reactions of furan and 2-methylfuran with 3,3,3-trichloro-1-nitro- and 1-bromo-3,3,3-trichloro-1-nitropropenes were studied to show that furan reacts by the diene condensation pathway, whereas the reactions with 2-methylfuran take two pathways: the diene synthesis and electrophilic substitution by C5.