M. Chbani et al., SYNTHESIS OF UNSYMMETRICAL HETEROCYCLIC S ULFIDES VIA S(RN)1 REACTIONS, Bulletin de la Societe chimique de France, 132(10), 1995, pp. 1053-1060
While 2-chloropyridine reacts poorly with deactivated sulfanions deriv
ed from heterocyclic thiols (HS-Het), 2-chloropyridines carrying a tri
fluoromethyl electron-withdrawing group react efficiently (position 3
or 5), moderately (position 6) or poorly (position 4) yielding unsymme
trical sulfides (CF3)-Pyr-S-Het.