Reaction of N-Haloamide. XXVII. Reaction of N, N-Dihaloamides with Dienes

The reaction of N, N-dibromo-, and dichlorobenzenesulfonamides (DBBS and DCBS) and N, N-dichlorourethan (DCU) with dienes were examined. Reactions of DBBS or DCBS with 1, 5-hexadiene, 1, 4-pentadiene, and 1, 4-diphenyl-1, 3-butadiene caused cyclic additions to give pyrrolidine derivatives in some extent accompanying with open-chain adducts whereas DCU gave no cyclic adduct but only mixtures of open chain-adducts. The reactions of N, N-dihaloamides with 1, 4-cyclohexadiene also gave acyclic adducts.