Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact:

Price: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

Paper | Regular issue | Vol 96, No. 4, 2018, pp.716-732
Published online, 19th March, 2018
DOI: 10.3987/COM-18-13880
Nucleophilic Aroylation on Fluoroquinazolines Catalyzed by N-Heterocyclic Carbenes

Masashi Tachikawa, Mizuki Nakagawa, and Yumiko Suzuki*

*Department of Materials and Life Science, Faculty of Science and Technology, Sophia University, Kioi-cho 7-1, Chiyoda-ku, Tokyo 102-8554, Japan


We report on the synthesis of 7-benzoyl- and 7-heteroaroylquinazolines from 7-fluoroquinazolines and aromatic aldehydes by N-heterocyclic carbene (NHC)-catalyzed nucleophilic aromatic substitution, showing that the NHC derived from 1,3-dimethylimidazolium iodide outperformed those originating from other azolium (e.g., thiazolium and triazolium) salts. Additionally, the developed methodology allowed the preparation of 5- and 8-aroylquinazolines from the corresponding fluoroquinazolines.