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Molecules 2018, 23(9), 2325; https://doi.org/10.3390/molecules23092325

“On-Water” Synthesis of Quinazolinones and Dihydroquinazolinones Starting from o-Bromobenzonitrile

Guangdong Provincial Key Laboratory of New Drug Screening, School of Pharmaceutical Sciences, Southern Medical University, Guangzhou 510515, China
These authors contributed equally to this work.
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Received: 31 July 2018 / Revised: 3 September 2018 / Accepted: 6 September 2018 / Published: 12 September 2018
(This article belongs to the Section Organic Chemistry)
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Abstract

A versatile and practical “on-water” protocol was newly developed to synthesize quinazolinones using o-bromobenzonitrile as a novel starting material. Studies have found that air as well as water plays an important role in synthesis of quinazolinones. Further investigation indicated that dihydroquinazolinones can be prepared with this protocol under the protection of N2. The protocol can be extended to other substrates and various quinazolinones and dihydroquinazolinones were obtained. o-Bromobenzamide, o-aminobenzonitrile, and o-aminobenzamide were also evaluated as starting materials, and the results further proved the versatility of this protocol, especially towards dihydroquinazolinones. View Full-Text
Keywords: quinazolinones; dihydroquinazolinones; “on-water” reaction; selective synthesis quinazolinones; dihydroquinazolinones; “on-water” reaction; selective synthesis
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Liu, Z.; Zeng, L.-Y.; Li, C.; Yang, F.; Qiu, F.; Liu, S.; Xi, B. “On-Water” Synthesis of Quinazolinones and Dihydroquinazolinones Starting from o-Bromobenzonitrile. Molecules 2018, 23, 2325.

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