TY - JOUR
T1 - Open-air and solvent-free ester condensation catalyzed by sulfonic acids
AU - Sakakura, Akira
AU - Koshikari, Yoshiki
AU - Ishihara, Kazuaki
N1 - Funding Information:
This project was supported by JSPS.KAKENHI (Grant 20245022), Tokuyama Science Foundation, the Toray Science Foundation, and the G-COE in Chemistry, Nagoya.
PY - 2008/8/18
Y1 - 2008/8/18
N2 - Ester condensation is one among the most fundamental organic transformations, and more environmentally benign alternatives to current esterification processes are needed. Under solvent-free and drying agent-free conditions, catalytic amounts of sulfonic acids promote ester condensation between an equimolar mixture of carboxylic acids and alcohols. In particular, p-toluenesulfonic acid (TsOH) and 10-camphorsulfonic acid (CSA), which have appropriate acidities, efficiently catalyze the ester condensation of secondary alcohols without their decomposition. Since the present protocol does not require solvents under simple open-air conditions, a large amount of esters can be synthesized in a rather small apparatus.
AB - Ester condensation is one among the most fundamental organic transformations, and more environmentally benign alternatives to current esterification processes are needed. Under solvent-free and drying agent-free conditions, catalytic amounts of sulfonic acids promote ester condensation between an equimolar mixture of carboxylic acids and alcohols. In particular, p-toluenesulfonic acid (TsOH) and 10-camphorsulfonic acid (CSA), which have appropriate acidities, efficiently catalyze the ester condensation of secondary alcohols without their decomposition. Since the present protocol does not require solvents under simple open-air conditions, a large amount of esters can be synthesized in a rather small apparatus.
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U2 - 10.1016/j.tetlet.2008.06.058
DO - 10.1016/j.tetlet.2008.06.058
M3 - Article
AN - SCOPUS:46749125277
SN - 0040-4039
VL - 49
SP - 5017
EP - 5020
JO - Tetrahedron Letters
JF - Tetrahedron Letters
IS - 34
ER -