HomeProfessor Product PortalHeller Group – Professor Product Portal

Heller Group – Professor Product Portal

Professor Stephen Heller

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.

Heller Group Website

Recent papers from the Heller Group

1.
Heller ST, Schultz EE, Sarpong R. 2012. Chemoselective N-Acylation of Indoles and Oxazolidinones with Carbonylazoles. Angew. Chem. Int. Ed.. 51(33):8304-8308. http://dx.doi.org/10.1002/anie.201203976
2.
Heller ST, Fu T, Sarpong R. 2012. Dual Brønsted Acid/Nucleophilic Activation of Carbonylimidazole Derivatives. Org. Lett.. 14(8):1970-1973. http://dx.doi.org/10.1021/ol300339q
3.
Heller ST, Sarpong R. 2010. Chemoselective Esterification and Amidation of Carboxylic Acids with Imidazole Carbamates and Ureas. Org. Lett.. 12(20):4572-4575. http://dx.doi.org/10.1021/ol1018882
Loading

DISCIPLINES

  • Organic Synthetic Chemistry
  • Catalysis

Professor Product Portal Index