Energy Economical Annulation Reaction of 1,6-Enynes with Thiosulfonates (Selenosulfonates): Efficient Synthesis of Multisubstituted Pyrrolidine Derivatives under Room Temperature

An energy economical and radical-involved regioselective difunctionalization annulation of 1,6-enynes with thiosulfonates or selenosulfonates accessing to pyrrolidine derivatives has been developed. The catalytic amount of TBHP was sufficient to initiate and enable the simultaneous formation of a C(sp(3))-S(O2Ar) bond and a C(sp(2))-S(Ar) or C(sp(2))-Se(Ph) bond across the C=C and C equivalent to C bond of 1,6-enynes by utilizing two different sulphur radicals. The reaction shows broad substrate scope, moderate to good yields, and 100 % atom economy.