TY - JOUR
AU - Hreczycho, Grzegorz
AB - Several examples of nucleophilic substitution reactions of compounds that have good leaving groups have been previously reported, but the direct use of simple alcohols still remains a challenge because of the poor leaving ability of the hydroxy group. Herein, an efficient and highly chemoselective method for the S‐benzylation of a wide range of aromatic and aliphatic thiols has been accomplished in the presence of catalytic amounts (0.1–0.2 mol‐%) of indium(III) triflate. Our approach is atom efficient (water is the only byproduct) and suitable to obtain the corresponding unsymmetrical thioethers in excellent yields (up to 99 %). The low loading of catalyst that are needed to obtain extraordinarily high chemoselectivities and the generality of the reaction make this approach unique.
TI - Highly Efficient and Chemoselective Tertiary and Secondary Benzylation of Thiols Catalyzed by Indium(III) Triflate
JO - European Journal of Organic Chemistry
DO - 10.1002/ejoc.201701007
DA - 2017-10-10
UR - https://www.deepdyve.com/lp/wiley/highly-efficient-and-chemoselective-tertiary-and-secondary-benzylation-rd1masYB5y
SP - 5572
EP - 5581
VL - 2017
IS - 37
DP - DeepDyve
ER -