Synthesis of Sulfur-Hybridized Pyracylene and the Unexpected Phenyl Shift Mediated Rearrangement of Scholl Reaction

Shuli Liu, Chengting Huang, Jing Zhang, Siyu Tian, Chang Li, Nina Fu, Lianhui Wang, Baomin Zhao, Wei Huang

科研成果: 期刊稿件文章同行评审

9 引用 (Scopus)

摘要

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.

源语言英语
页(从-至)3061-3070
页数10
期刊European Journal of Organic Chemistry
2019
19
DOI
出版状态已出版 - 26 5月 2019

指纹

探究 'Synthesis of Sulfur-Hybridized Pyracylene and the Unexpected Phenyl Shift Mediated Rearrangement of Scholl Reaction' 的科研主题。它们共同构成独一无二的指纹。

引用此