A Fragment Based Approach toward Thia[n]helicenes

作者:Waghray Deepali; Dehaen Wim*
来源:Organic Letters, 2013, 15(12): 2910-2913.
DOI:10.1021/ol400825w

摘要

The synthesis of [9]- and [11]thiahelicenes, as well as the preparation of lower homologues such as [5]-, [6]-, and [7]thiahelicenes Is reported. Efficient palladium catalyzed coupling reactions were employed. Triorganoindium derivatives were selectively mono-cross-coupled with N-methyl-3,4-dibromomaleimide followed by Stifle coupling with the readily available building block naphthodithiophene. Oxidative photocyclization of the conjugated precursors using visible light was employed to synthesize a series of thia[n]helicenes. This modular synthetic methodology is independent of the length of the helical backbone.

  • 出版日期2013-6-21