Synthesis 1986; 1986(5): 427-429
DOI: 10.1055/s-1986-31667
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The Synthesis of Highly Functionalized Naphthalene Derivatives

Simon J. Teague* , Gregory P. Roth
  • *Department of Chemistry, Colorado State University, Ft. Collins, Colorado 80523, U. S. A.
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Publication History

Publication Date:
27 September 2002 (online)

Condensation of the α-lithio derivative of 3-substituted 4,4-dialkoxybutanoates, butanenitriles, and butanamides with methoxy-activated aromatic aldehydes, followed by treatment with refluxing dilute sulfuric acid gives rise to substituted naphthalene products. In this manner, 2,6,7-tri- and 2,3,6,7-tetrasubstituted naphthalenes are synthesized in high yields on a multigrarn scale.