ELECTROORGANIC SYNTHESIS .63. RADICAL TANDEM CYCLIZATIONS BY ANODIC DECARBOXYLATION OF CARBOXYLIC-ACIDS

Radical tandem cyclizations are initiated by the Kolbe electrolysis of unsaturated carboxylic acids 4, 18, 23-25 which are prepared in a few steps. The efficiency of the radical tandem cyclization provides a sh ort synthetic sequence to tricyclic products, e.g. angular triquinanes 7, 8, 11, 26-28. In this anodic tandem cyclization, three C-C bonds a re formed regio- and stereoselectively in a one-pot reaction by intram olecular addition and intermolecular coupling. The use of different ca rboxylic acids as starting materials and various coacids gives versati le access to substituted tricyclic compounds.