Dibenzofuran Synthesis: Decarbonylative Intramolecular C-H Arylation of Aromatic Esters

被引:15
|
作者
Okita, Toshimasa [1 ]
Komatsuda, Masaaki [1 ]
Saito, Ami N. [1 ]
Hisada, Tomoya [1 ]
Takahara, Tomoaki T. [1 ]
Nakayama, Keito P. [1 ]
Isshiki, Ryota [1 ]
Takise, Ryosuke [2 ]
Muto, Kei [1 ]
Yamaguchi, Junichiro [1 ]
机构
[1] Waseda Univ, Dept Appl Chem, Shinjuku Ku, 3-4-1 Ohkubo, Tokyo 1698555, Japan
[2] Nagoya Univ, Grad Sch Sci, Chikusa Ku, Nagoya, Aichi 4648602, Japan
关键词
C-H activation; decarbonylation; dibenzofurans; ethers; palladium; POLYOXYGENATED DIBENZOFURANS; ARYLBORONIC ACIDS; NICKEL CATALYSIS; ALPHA-ARYLATION; ARYL CHLORIDES; CYCLIZATION; DERIVATIVES; ACTIVATION; HETEROCYCLES; OLEFINATION;
D O I
10.1002/ajoc.201800207
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A method to provide dibenzofurans through decarbonylative C-H arylation is described. Diaryl ethers bearing an ester functional group, which can be readily prepared by a SNAr reaction, underwent intramolecular C-H arylation in the presence of a palladium catalyst to afford the corresponding dibenzofurans. Electron-rich bis(dialkylphosphine)s such as dcype were critical as the ligand, otherwise the reactions did not proceed at all. This is the first example of C-H arylation of aromatic esters with simple arenes utilized in intramolecular fashion.
引用
收藏
页码:1358 / 1361
页数:4
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