Reactions of alkyl furfuryl ethers and sulfides with n-butyllithium

The direction of the reaction of alkyl furfuryl ethers and sulfides with n-butyllithium is in agreement with the results of basic H-D exchange in the same compounds: In the case of the ethers H-D exchange and metallation take place primarily in the free a position of the furan ring, whereas in the case of the sulfides these reactions take place primarily at the methylene group of the side chain located between the sulfur atom and the furan ring.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 744–746, June, 1984.