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Synthesis of 3,5-diaryl-4-chlorophthalates by [4+2] cycloaddition of 1-ethoxy-2-chloro-1,3-bis(trimethylsilyloxy)-1,3-diene with dimethyl acetylenedicarboxylate and subsequent site-selective Suzuki-Miyaura reactions |
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| Authors: | Obaid-Ur-Rahman Abid Muhammad Nawaz Nasim Hasan Rama Peter Langer |
| Institution: | a Institut für Chemie, Universität Rostock, Albert-Einstein-Str. 3a, 18059 Rostock, Germany b Department of Chemistry, Gomal University, Dera Ismail Khan, N.W.F.P, Pakistan c Department of Chemistry, Quaid-i-Azam University, Islamabad, Pakistan d Leibniz-Institut für Katalyse e. V. an der Universität Rostock, Albert-Einstein-Str. 29a, 18059 Rostock, Germany |
| Abstract: | The 4+2] cycloaddition of 1-ethoxy-2-chloro-1,3-bis(trimethylsilyloxy)-1,3-diene with dimethyl acetylenedicarboxylate (DMAD) afforded dimethyl 4-chloro-3,5-dihydroxyphthalate. Site-selective Suzuki-Miyaura reactions of its bis(triflate) provide a convenient approach to 3,5-diaryl-4-chlorophthalates containing two different aryl groups. |
| Keywords: | Cyclocondensations Organochlorine compounds Suzuki-Miyaura reactions Silyl enol ethers |
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