Recent advances in synthetic transformations mediated by cerium(IV) ammonium nitrate.

Published

Journal Article

Cerium(IV) ammonium nitrate (CAN) has recently emerged as a versatile reagent for oxidative electron transfer; the overwhelming number of reports serve as a testimony to the unparalleled utility of CAN in a variety of transformations of synthetic importance. Our recent work has uncovered novel carbon-carbon bond-forming reactions leading to the one-pot synthesis of dihydrofurans, tetrahydrofurans, and aminotetralins. In addition, we have developed a number of facile carbon-heteroatom bond-forming reactions by the CAN-mediated oxidative addition of soft anions to alkenes. A mechanistic rationale has been provided for the reactions explored. As might be expected of very powerful one-electron oxidants, the chemistry of cerium(IV) oxidation of organic molecules is dominated by radical and radical cation chemistry.

Full Text

Cited Authors

  • Nair, V; Balagopal, L; Rajan, R; Mathew, J

Published Date

  • January 2004

Published In

Volume / Issue

  • 37 / 1

Start / End Page

  • 21 - 30

PubMed ID

  • 14730991

Pubmed Central ID

  • 14730991

Electronic International Standard Serial Number (EISSN)

  • 1520-4898

International Standard Serial Number (ISSN)

  • 0001-4842

Digital Object Identifier (DOI)

  • 10.1021/ar030002z

Language

  • eng