A Three-Step Process To Facilitate the Annulation of Polycyclic Aromatic Hydrocarbons
详细信息 查看全文
- 作者：Sara E. Martin ; Matthew D. Streeter ; Laurel L. Jones ; Matthew S. Klepfer ; Kyriakos Atmatzidis ; Kristen D. Wille ; Sean A. Harrison ; Edward D. Hoegg ; Heather M. Sheridan ; Stephanie Kramer ; Damon A. Parrish ; Aaron W. Amick
- 刊名：Journal of Organic Chemistry
- 出版年：2014
- 出版时间：September 5, 2014
- 年：2014
- 卷：79
- 期：17
- 页码：8324-8330
- 全文大小：390K
- ISSN：1520-6904
文摘
A new efficient three-step process to annulate polycyclic aromatic hydrocarbons (PAHs) has been developed, providing access to PAHs with saturated rings that under current chemical methods would be difficult to produce in an efficient manner. This method relies on a palladium-catalyzed cross-coupling reaction of various brominated PAHs with cyclohexanone to yield 伪-arylated ketones, which are converted to regiospecific vinyl triflates and cyclized by a palladium-catalyzed intramolecular arene鈥搗inyl triflate coupling to produce PAHs with incorporated saturated rings or 鈥渢etrahydroindeno-annulated鈥?PAHs.