Catalytic, Regioselective 1,4‐Fluorodifunctionalization of Dienes

A catalysis-based regioselective 1,4-fluorofunctionalization of trifluoromethyl substituted 1,3-dienes has been developed to access compact, highly functionalized products. The process allows E,Z-mixed dienes be processed a single E-alkene isomer, and leverages an inexpensive operationally convenient I(I)/I(III) catalysis platform. first example catalytic 1,4-difluorination is disclosed subsequently evolved enable 1,4-hetero-difunctionalization, which δ-fluoro-alcohol amine derivatives forged in operation. protocol compatible with variety nucleophiles including fluoride, nitriles, carboxylic acids, alcohols even water thereby allowing products, stereocenter bearing both C(sp3)−F C(sp3)−CF3 groups, generated rapidly. Scalability (up 3 mmol), facile post-reaction modifications are demonstrated underscore the utility method expanding organofluorine chemical space.