
Abstract The chlorination of norbornadiene by CuCl2, TlCl3·4H2O, SbCl5, SeCl4, and VCl4 in CCl4 or CH3-CN afforded mainly trans-3,5-(1) and exo-cis-3,5-dichloronortricyclene (2). In the reaction with PbCl4, Cl2, SO2Cl2, and PCl5, appreciable amounts of exo-5-syn-7-(3) and/or exo-cis-5,6-dichloronorbornene (4) were obtained besides 1 and 2.
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