A Closer Look at the Bromine-Lithium Exchange with tert-Butyllithium in an Aryl Sulfonamide Synthesis

作者:Waldmann Christopher*; Schober Otmar; Haufe Guenter; Kopka Klaus
来源:Organic Letters, 2013, 15(12): 2954-2957.
DOI:10.1021/ol4010454

摘要

A practical protocol for the one-pot synthesis of various aryl sulfonamides, notably of pyridine-core-substituted 7-azaindolyl sulfonamides, Is described. A key step is the well-known bromine-lithium exchange reaction of an aryl bromide with tert-butyllithium (t-BuLi). Differing from the common practice to use 2 or more equiv of organolithium, the exact amount of t-BuLi needed for a sufficient exchange reaction Is determined for each aryl bromide in a GC-MS-assisted experiment.

  • 出版日期2013-6-21