97452-36-3Relevant academic research and scientific papers
Highly Efficient and Chemoselective Tertiary and Secondary Benzylation of Thiols Catalyzed by Indium(III) Triflate
Kuciński, Krzysztof,Hreczycho, Grzegorz
, p. 5572 - 5581 (2017/10/13)
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.
ANHYDROUS FERRIC CHLORIDE ADSORBED ON SILICA GEL INDUCED RING ENLARGEMENT OF TERTIARY CYCLOBUTANOLS. SYNTHESIS OF ISOLAUROLENE AND DERIVATIVES, CAMPHOLENIC ETHER AND (+/-) CUPARENE
Fadel, A.,Salauen, J.
, p. 413 - 420 (2007/10/02)
The reagent obtained by mixing anhydrous FeCl3 and silica gel induced, in dry medium, dehydration and specific C4 -> C5 ring enlargement of tertiary cyclobutanols, cyclization of olefinic alcohols and cleavage of tetrahydropyranyl ethers.
