Abstract

AbstractA unique reactivity of 2‐nitrobenzonitrile towards hydrazine hydrate has been demonstrated, which was explored for the rapid and efficient synthesis of dihydro‐quinazolinone derivatives. In this reaction, hydrolysis of nitriles followed by reduction of the nitro group was observed only for the ortho‐isomer. The reaction sequences involve a concerted pathway for the formation of 2‐aminobenzamide from 2‐nitrobenzonitrile, where copper catalyzed both the hydrolysis of the cyano group as well as the reduction of the nitro group simultaneously. This methodology has been used to synthesize a variety of electronically varied spiro‐ and dihydro quinazolinones with high yield and functional group tolerance. In addition, the methodology has also been applied to the synthesis of biologically potent molecular entities.

Full Text
Paper version not known

Talk to us

Join us for a 30 min session where you can share your feedback and ask us any queries you have

Schedule a call

Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.