A number of studies hove established that a great deal of specificity is observed in the direction of Claisen rearrangement and this specificity has been interpreted on the basis of bond structure (1) or electronic structure (2) of the parent aromatic nucieus. Our previous works (3,4) on the thermal rearrangement of ollyl 2,3-disubstituted 4-quinolyl ethers suggested o possibility of the L.oisen rearrangement to the ring nitrogen. In this work ollyl 2-quinolyl ethers possessing two dissimilar ortho positions were chosen (IS the reaction system of thermal ret .angement. Heating 2-ollyloxyquinoline (la), b.pomu 107-108"; picrate, m.p. 144-145O, prepared from 2-chloroquinoline and sodium allyloxide by ischitschibabin's method (5), at 250" for 1 hr. without solvent resulted in the formation of o 17.8% yield of CHCI I-ollylcorbostyril (lla), b.po.& 144-145"; vczO 3 1655 an-', and in the recovery (77%) of la. Rearrangement of la ot 300" for 1 hr. afforded two isomeric products: Ilo in 48.8% yield and I-propenylcarbostyril (Illa), b.po., 123-124"; vczO CHC'3 1650 cm-', in 37.6% yield along with o 0.8% yield of carbostyril (IV). Heating 2-crotyloxyquinoline (lb), b.pIeo 115-116"; picrate, m.p. 11 l-l 12", prepared by the reaction of 2-chloroquinoline and sodium crotyloxide, at 2.50" for 1 hr. gwe o 20.3% yield of I-(1-methylollyl)-carbostyril (Ilb), b.poq5 144-145' ;