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钯催化邻碘联苯与邻溴苄醇的环化反应:通过 C-C 和 C-H 键断裂合成功能化的三苯基。

Palladium-catalyzed annulation of o-iodobiphenyls with o-bromobenzyl alcohols: synthesis of functionalized triphenylenes via C-C and C-H bond cleavages.

机构信息

Division of Earth, Life, and Molecular Sciences, Graduate School of Natural Science and Technology , 3-1-1 Tsushimanaka, Kita-ku, Okayama 700-8530, Japan, and Japan Science and Technology Agency , ACT-C, 4-1-8 Honcho, Kawaguchi, Saitama 332-0012, Japan.

出版信息

Org Lett. 2013 Oct 18;15(20):5326-9. doi: 10.1021/ol4025869. Epub 2013 Oct 3.

DOI:10.1021/ol4025869
PMID:24090170
Abstract

Treatment of o-iodobiphenyls with o-bromobenzyl alcohols in the presence of cesium carbonate under palladium catalysis affords a series of highly substituted triphenylenes. The reaction involves two C-C bond formations and C-C and C-H bond cleavages. A combination of palladium and an electron-deficient phosphine ligand proves to be effective for both decarbonylative cross-coupling and intramolecular cyclization.

摘要

在钯催化下,碳酸铯存在时,邻碘联苯与邻溴苄醇反应生成一系列高取代的三联苯。该反应涉及两个 C-C 键形成以及 C-C 和 C-H 键断裂。钯与缺电子膦配体的组合对脱羰交叉偶联和分子内环化均有效。

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