A facile approach to hybrid compounds containing a tricyclic diterpenoid and fluorine-substituted heterocycles

Abstract

2,3-Butadienes have become valuable building blocks in the synthesis of various heterocyclic compounds. The Pd-catalyzed cross-coupling and cyclization reaction of N-(2,3-butadienyl)carboxamide of isopimaric acid with fluorine-substituted 2-iodophenols proceeds with the formation of optically active fluorinated benzofuran and benzopyrane derivatives of isopimaric acid. This transformation opens a potential route to the synthesis of hybrid compounds containing a tricyclic diterpenoid moiety and several fluorinated benzoannelated heterocycles.