Stephen S. Washburne, John H. MacMillan, Mark Lenhart and Alice Maragliano, presented at the Northeast Regional meeting of the American Chemical Society, Philadelphia, 1976

10 SYNTHESIS AND REACTIONS OF ARYLMALEIC ANHYDRIDES. Mark Lenhart, Alice Maragliano, John H. MacMillan, and Stephen Washburne, Department of Chemistry, Temple University, Philadelphia, PA 19122.

By a sequence involving Knoevenagel condensation, Michael addition of cyanide, hydrolysis, and selenium dioxide oxidation, a series of eight aryl maleic anhydrides were prepared in excellent overall yield. The regiospecificity of reaction of these anhydrides with various nucleophilic species, e.g. Me3siN3, NH3, and PhNH2 was investigated. Except for a few cases, the nucleophile attacks the more hindered carbonyl, in a reaction controlled by electronic rather than steric factors. 10th Middle Atlantic Regional Meeting of the A.C.S., Feb., 1976, Phila. Pa., Undergraduate Research Paper #10.

Stephen S. Washburne, John H. MacMillan, Mark Lenhart and Alice Maragliano, presented at the Northeast Regional meeting of the American Chemical Society, Philadelphia, 1976

10 SYNTHESIS AND REACTIONS OF ARYLMALEIC ANHYDRIDES. Mark Lenhart, Alice Maragliano, John H. MacMillan, and Stephen Washburne, Department of Chemistry, Temple University, Philadelphia, PA 19122.

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