Stephen Heller Group – Professor Product Portal

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Professor Stephen Heller

Professor Heller and coworkers are engaged in the development of mild and chemoselective acylation reactions using carbonylazole-derived reagents. To that end, they have developed a suite of carbonylimidazole derivatives for facile and chemoselective esterification (MImC, etc.) and amidation (WImC) of carboxylic acids, in collaboration with Professor Richmond Sarpong. These transformations are greatly accelerated by mildly acidic pyridinium salts. In combination with catalytic quantities of DBU, these reagents also effect selective N-acylation of indoles and oxazolidinones in the presence of more reactive functional groups such as anilines, amides, and phenolates.

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Stephen T ST Heller et. al
Angewandte Chemie (International Edition), 51(33), 8304-8308 (2012)...Read More
Stephen T ST Heller et. al
Organic Letters, 14(8), 1970-1973 (2012)
Carbonylimidazole derivatives have been found to be highly active acylation reagents for esterification and amidation in the presence of pyridinium salts. These reactions are thought to involve both Brønsted acid and nucleophilic catalysis. This mode...Read More
Stephen T ST Heller and Richmond R Sarpong
Organic Letters, 12(20), 4572-4575 (2010)
Imidazole carbamates and ureas were found to be chemoselective esterification and amidation reagents. A wide variety of carboxylic acids were converted to their ester or amide analogues by a simple synthetic procedure in high yields...Read More