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

DOI: 10.1016/j.tetlet.2009.11.088

Source and publish data:

Tetrahedron Letters p. 657 - 660 (2010)

Update date:2022-08-05

Topics:

Authors:

Abid, Obaid-Ur-Rahman

Ibad, Muhammad Farooq

Nawaz, Muhammad

Adeel, Muhammad

Rama, Nasim Hasan

Villinger, Alexander

Langer, Peter

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Article abstract of DOI:10.1016/j.tetlet.2009.11.088

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.

Full text of DOI:10.1016/j.tetlet.2009.11.088

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