Porphyrin Synthesis through Tripyrrins: An Alternate Approach
A new route for synthesis of unsymmetrically substituted porphyrins is described. The route follows the earlier approach through pyrromethanes, tripyrrin hydrobromides, and a,c-biladiene dihydrobromides, except that the pyrromethane intermediate is elongated in an initially “clockwise” direction to give a benzyl tripyrrincarboxylate. Various advantages over the tert-butyl tripyrrincarboxylates used in the earlier method (Scheme I) are discussed. The new route is demonstrated in the syntheses of five pure porphyrins required for other current studies. © 1983, American Chemical Society. All rights reserved.
Publication Source (Journal or Book title)
Journal of Organic Chemistry
Smith, K., & Craig, G. (1983). Porphyrin Synthesis through Tripyrrins: An Alternate Approach. Journal of Organic Chemistry, 48 (23), 4302-4306. https://doi.org/10.1021/jo00171a029