The Claisen Rearrangement in Aromatic Heterocyclic Compounds. II. The Thermal Rearrangement of Allyl 4-Quinolyl Ethers

Zinc Catalyzed Claisen Rearrangement of Allyl Aryl Ethers to o-Allylated Phenols in Liquid Phase

A simple and efficient method is developed for the zinc catalyzed Claisen rearrangement of allyl aryl ethers to o-allyl phenols by stirring in an oil-bath at 55 °C in liquid phase. Moreover, zinc powder is re-cyclable up to six times use without much loss of significant activity. In addition to it, the products are obtained in good to excellent yields and are in a state of high purity. The stru...

Gold(I)-catalyzed formation of furans by a Claisen-type rearrangement of ynenyl allyl ethers

A series of ynenyl allyl ethers were rearranged into polysubstituted furans in the presence of a gold(I) catalyst. It is proposed that the transformation involves a Claisen-type rearrangement that allows the efficient creation of quaternary centers under mild experimental conditions.

The Claisen Rearrangement

SYNTHESIS AND THERMAL REARRANGEMENT OF OXYGEN HETEROCYCLIC SPIRANS

Thermal rearrangement of spirans (14) and (31) yields the xanthones (16,34) and diphenylrnethane (15, 32), respectively. The structure for xanthone (16), isolated from thermolysis, has been established by reduction to xanthene (20) followed by reoxidation to give xanthone (16). Alternatively, methylation of the diphenylmethane (15) followed by heating with selenium dioxide also yields xant...

Lewis Acid Mediated Claisen-Type Rearrangement of Aryl Dienyl Ethers

The Claisen rearrangement and its applications to organic synthesis have been studied for a long time.l In recent years, this rearrangement has been applied in stereocontrolled natural product synthesis2 and asymmetric i n d ~ c t i o n . ~ The term "Claisen rearrangement", which originally denoted the rearrangement of allyl aryl ethers to 0or p-allylphenols, has now been extended to analogous ...