Synthesis of tetrahydro-1,4-benzodiazepine-2-ones on hydrophilic polyamide synPhase lanterns

Journal Article

Solid-phase synthesis is greatly dependent on the solid support. Here, we report the use of a new hydrophilic grafted surface on SynPhase lanterns in solid-phase organic chemistry. A convenient and facile solid-phase synthesis of disubstituted 1,4-benzodiazepine-2-ones on polyamide SynPhase lanterns is described. The key step of the synthesis involved a reduction-cyclization of a nitroaryl methyl ester with a mixture of tin(II) chloride dihydrate and ammonium acetate in water and ethanol at elevated temperature to give the desired target compounds. A library of 21 disubstituted 1,4-benzodiazepine-2-ones was prepared.

Full Text

Duke Authors

Cited Authors

  • Wu, Z; Ercole, F; FitzGerald, M; Perera, S; Riley, P; Campbell, R; Pham, Y; Rea, P; Sandanayake, S; Mathieu, MN; Bray, AM; Ede, NJ

Published Date

  • 2003

Published In

Volume / Issue

  • 5 / 2

Start / End Page

  • 166 - 171

PubMed ID

  • 12625708

International Standard Serial Number (ISSN)

  • 1520-4766

Digital Object Identifier (DOI)

  • 10.1021/cc020057c