Perkin Reaction

W. H. Perkin, J. Chem. Soc. 21, 53, 181 (1868); 31, 388 (1877).

Formation of α,β-unsaturated carboxylic acids by aldol condensation, q.v., of aromatic aldehydes and acid anhydrides in the presence of an alkali salt of the acid:

Reviews: J. R. Johnson, Org. React. 1, 210 (1942); H. O. House, Modern Synthetic Reactions (W. A. Benjamin, Menlo Park, California, 2nd ed, 1972) pp 660-663; N. Poonia et al., Bull. Chem. Soc. Japan 53, 3338 (1980); T. Rosen, Comp. Org. Syn. 2, 395-408 (1991). Applications: S. Kinastowski, A. Nowacki, Tetrahedron Letters 23, 3723 (1982); W. T. Brady et al., J. Heterocyclic Chem. 25, 969 (1988). Cf. Erlenmeyer-Plöchl Azlactone and Amino Acid Synthesis; Stobbe Condensation.