Abstract
An effective protocol was developed for the Heck coupling reactions
between various aryl halides and olefins. In the presence of 2 mol% of
Pd(OAc)2 , the desired products could be obtained in good
yields under ligand-free and aerobic conditions. The catalytic system
could be easily recycled for five times with high efficiency.
Key words
coupling reactions - Heck reaction - aryl halides - olefins - ligand-free
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General Procedure
for the Ligand-Free Palladium-Catalyzed Heck-Type Coupling Reactions
of Aryl Halide and Terminal Olefin
A mixture of aryl
halide (0.5 mmol), olefin (3.0 mmol), Pd(OAc)2 (2 mol%),
K2 CO3 (2 equiv), and TBAF (2 g) in a sealed
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the mixture was washed with H2 O, extracted with EtOAc,
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(PE or PE-EtOAc) to afford the corresponding coupling products.
(
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Hz, 1 H) ppm. ¹³ C NMR (100 MHz, CDCl3 ): δ = 52.1,
118.0, 128.4, 129.2, 130.6, 134.6, 145.2, 167.8 ppm. HRMS (ESI+ ): m/z calcd for [C10 H10 O2 ]+ : 162.0681;
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