Highly Efficient and Chemoselective Thioacetalization of Carbonyl Compounds Catalyzed with Aluminum Trifluromethanesulfonate [Al(OTf)₃]

Abstract

Aluminum trifluromethanesulfonate [Al(OTf ) 3 ] is a highly efficient and chemoselective catalyst for the thioacetalization of carbonyl compounds.

Chemoselective Aromatic Azido Reduction with Concomitant Aliphatic Azide Employing Al/Gd Triflates/NaI and ESI‐MS Mechanistic Studies

“…It is used in Friedel–Crafts alkylation reactions14a and is a highly chemoselective heterogeneous catalyst for the dithioacetalization of carbonyl compounds 14b. Recently, it was found to be an efficient catalyst for epoxide ring‐opening,14c, d the esterification of carboxylic acids with alcohols,14e thiol protection,14f the silylation of alcohols and phenols,14g and it has also been used as a co‐catalyst in biodegradable polymerization reactions 14h. Recently, some facile methods for the acylation of alcohols, phenols, and thiols have been developed in this laboratory by using Al(OTf) 3 as the catalyst 15.…”

Sulfonated polyanthracene-catalyzed highly efficient and chemoselective thioacetalization of carbonyl compounds and transthioacetalization of acetals and acylals

“…[35] However, with the present method, benzophenone can be converted to its corresponding dithioacetal in 69% yield.…”

Magnesium triflate [Mg(OTf)2] a highly stable, non-hygroscopic and a recyclable catalyst for the high yielding preparation of diethyl α-trimethylsilyloxyphosphonates from diethyl α-hydroxyphosphonates by HMDS under solventless conditions

“…In connection with our ongoing work on the catalytic properties of metal triflates [24][25][26][27][28], herein we report Mg(OTf) 2 [29] as a highly stable, non-hygroscopic and a recyclable catalyst for the high yielding preparation of diethyl a-trimethylsilyloxyphosphonates (2a-o) by the direct reaction of diethyl a-hydroxyphosphonates (1a-o) with 1,1,1,3,3,3-hexamethylsilazane (HMDS) at room temperature in the absence of solvent (Scheme 1 and Table 1). …”