Ally1 aryl ethers which have no strongly electron attracting substitueuts undergo a charge-induced [3s, 3s] sigmatropic rearrangement in the prescence of 0.7 mole boron trichloride in chlorobenzene at low temperature, to give after hydrolysis the corresponding 0-ally1 phenols (Tables 1 and 2). The charge induction causes an increase in the reaction rate relative to the thermal Claisen rcarrangement of N 1O1O. With the exception of sllyl 3-methoxyphenyl ether (5). m-substituted allyl aryl ethers show similar behaviour (with respect to the composition of the product mixture) t o that observed in the thermal rearrangement (Table 3). The rearrangement of allyl aryl cthcrs wnth an alkyl group in the o-position, in the presencc of boron trichloride, yields a mixture of 0-and p-ally1 phenols, where more p-product is present than in the corresponding 1)

Die Umwandlung von Allyl‐aryläthern in Allylphenole läßt sich nicht nur thermisch (Claisen‐Umlagerung), sondern auch mittels Bortrichlorid in Chlorbenzol (O,7‐l ,O Mol BCl3 pro l Mol Äther) durchführen.