Ultrasound-based approach to spiro-2,3-dihydroquinazolin-4(1H)-ones: Their in vitro evaluation against chorismate mutase

D. Rambabu, S. Kiran Kumar, B. Yogi Sreenivas, Sandhya Sandra, Ajit Kandale, Parimal Misra, M. V. Basaveswara Rao, Manojit Pal

Research output: Contribution to journalArticlepeer-review

64 Scopus citations

Abstract

Amberlyst-15 has been identified as a green and reusable catalyst in the synthesis of spiro 2,3-dihydroquinazolin-4(1H)-ones under ultrasound irradiation at room temperature. The reaction can be performed in an open flask as the conversion was found to be not sensitive to the presence of air or atmospheric moisture. The methodology was found to be general and a wide variety of spiro 2,3-dihydroquinazolin-4(1H)-ones were prepared from 2-aminobenzamides and cyclic ketones within a few minutes in quantitative yields. The products isolated do not require any chromatographic purification. This method provides advantages such as shorter reaction time, high yields of products, and simple operational procedures. Some of the compounds showed chorismate mutase inhibitory properties when tested in vitro.

Original languageEnglish
Pages (from-to)495-501
Number of pages7
JournalTetrahedron Letters
Volume54
Issue number6
DOIs
StatePublished - 6 Feb 2013
Externally publishedYes

Keywords

  • 2,3-Dihydroquinazolin-4(1H)-one
  • 2-Aminobenzamide
  • Amberlyst-15
  • Chorismate mutase

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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