1188306-73-1Relevant articles and documents
Synthesis of Sulfur-Hybridized Pyracylene and the Unexpected Phenyl Shift Mediated Rearrangement of Scholl Reaction
Liu, Shuli,Huang, Chengting,Zhang, Jing,Tian, Siyu,Li, Chang,Fu, Nina,Wang, Lianhui,Zhao, Baomin,Huang, Wei
, p. 3061 - 3070 (2019)
We present herein a strategy towards the straightforward synthesis of a novel sulfur-hybridized pyracylene, tetraceno[5,6-bc:11,12-b'c']dithiophene (TDT) derivatives, via 2-fold FeCl3-mediated Scholl reaction. Surprisingly, the substituents on the precursors will guide the synthetic route, when the substituents were bromo- or phenyl-, quantitatively debromination or phenyl ring shift mediated rearrangement were observed respectively, the rearrangement products were identified by the HR-Mass and 2D NMR analyses. Additionally, a retrosynthetic method was adopted to confirm the unexpected reaction results in rearrangement of Scholl reaction.