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

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

HERO ID

3738367

Reference Type

Journal Article

Year

2004

Language

English

PMID

14730991

HERO ID 3738367
In Press No
Year 2004
Title Recent advances in synthetic transformations mediated by cerium(IV) ammonium nitrate
Authors Nair, V; Balagopal, L; Rajan, R; Mathew, J
Journal Accounts of Chemical Research
Volume 37
Issue 1
Page Numbers 21-30
Abstract 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.
Doi 10.1021/ar030002z
Pmid 14730991
Wosid WOS:000188386100003
Is Certified Translation No
Dupe Override No
Is Public Yes
Language Text English