TITLE:
Claisen and Intermolecular Rearrangement of Cinnamyloxynaphthalenes
AUTHORS:
Yutaka Okada, Daisuke Imanari
KEYWORDS:
Claisen Rearrangement; Intermolecular Rearrangement; Solvent Effect
JOURNAL NAME:
International Journal of Organic Chemistry,
Vol.2 No.1,
March
15,
2012
ABSTRACT: Rearrangements of the 1- and 2-cinnamyloxynaphthalenes undergo in diethylene glycol and decalin with solvent de-pendence. In 2-cinnamyloxynaphthalene, the Claisen rearrangement occurs regardless of the solvents. However, for the 1-analogue, the Claisen rearrangement occurs in decalin, while both the Claisen and intermolecular rearrangements occur at higher temperatures in diethylene glycol.