A Synthesis of N-Bridged 5, 6-Bicylic Pyridines via A Mild Cyclodehydration Using the Burgess Reagent and Discovery of A Novel Carbamylsulfonylation Reaction

…, HS Wong, S Krishnananthan, LJ Kennedy, Q Gao…

Index: Li, Jie Jack; Li, James J.; Li, Jun; Trehan, Ashok K.; Wong, Henry S.; Krishnananthan, Subramanian; Kennedy, Lawrence J.; Gao, Qi; Ng, Alicia; Robl, Jeffrey A.; Balasubramanian, Balu; Chen, Bang-Chi Organic Letters, 2008 , vol. 10, # 13 p. 2897 - 2900

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Citation Number: 25

Abstract

Cyclodehydration using the Burgess reagent provided a novel approach toward the synthesis of N-bridged 5, 6-bicylic pyridines including pyrolo-, imidazo-, and triazolopyridines under mild and neutral conditions. The methodology tolerates acid- sensitive functional groups. A novel addition product was observed between the resulting pyrrolo-or imidazopyridine and an additional equivalent of the Burgess reagent, producing ...