CuX2-mediated [4+2] benzannulation as a new synthetic tool for stereoselective construction of haloaromatic compounds

被引:51
作者
Isogai, Yukie [1 ]
Menggenbateer [1 ]
Khan, F. Nawaz [1 ]
Asao, Naoki [1 ,2 ]
机构
[1] Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
[2] Tohoku Univ, Grad Sch Sci, Res & Analyt Ctr Giant Mol, Sendai, Miyagi 9808578, Japan
关键词
C-H BONDS; THIN-FILM TRANSISTORS; ORGANIC SEMICONDUCTORS; SUBSTITUTED NAPHTHALENES; CATALYZED BENZANNULATION; TETRACENE DERIVATIVES; COUPLING REACTIONS; CONJUGATED ENYNES; HIGH-PERFORMANCE; LINEAR ACENES;
D O I
10.1016/j.tet.2009.09.061
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The CuX2-mediated reaction of enynal units, including ortho-alkynylbenzaldehydes, with alkynes gives a variety of haloaromatic compounds stereoselectively in good to high yields. 2,2'-Binaphthyl skeletons are also readily prepared by the reaction of ortho-alkynylbenzaldehydes and diynes. The method was applied to the synthesis of poly-substituted tetracene derivatives (C) 2009 Elsevier Ltd. All rights reserved
引用
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页码:9575 / 9582
页数:8
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