Synthesis of 2-Alkenyl- and 2-Alkynyl-benzo[b]phospholes by Using Palladium-Catalyzed Cross-Coupling Reactions

被引：29

作者：

Matano, Yoshihiro ^{[1
]}

Hayashi, Yukiko ^{[2
]}

Suda, Kayo ^{[3
]}

Kimura, Yoshifumi ^{[4
]}

Imahori, Hiroshi ^{[2
,5
]}

机构：

[1] Niigata Univ, Fac Sci, Dept Chem, Nishi Ku, Niigata 9502181, Japan

[2] Kyoto Univ, Grad Sch Engn, Dept Mol Engn, Nishikyo Ku, Kyoto 6158510, Japan

[3] Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan

[4] Doshisha Univ, Fac Sci & Engn, Dept Mol Chem & Biochem, Kyotanabe 6100394, Japan

[5] Kyoto Univ, Inst Integrated Cell Mat Sci WPI ICeMS, Nishikyo Ku, Kyoto 6158510, Japan

来源：

ORGANIC LETTERS | 2013年 / 15卷 / 17期

关键词：

OPTOELECTRONIC PROPERTIES; PHOTOPHYSICAL PROPERTIES; MEDIATED CYCLIZATION; STRUCTURE-PROPERTY; BUILDING-BLOCK; PI; PHOSPHINDOLES; LUMINESCENT; PHOSPHONIUM; STILBENES;

D O I：

10.1021/ol401994e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Heck, Stille, and Sonogashira reactions of 2-bromobenzo[b]phosphole P-oxide afforded a series of 2-alkenyl- and 2-alkynyl-benzo[b]phosphole P-oxides. The charge-transfer character of the new benzo[b]phosphole pi-systems in the excited state is enhanced by the terminal electron-donating substituents. Furthermore, the C-Sn cross-coupling of the bromide was applied to the facile synthesis of a new Stille-coupling precursor, 2-stannylbenzo[b]phosphole.

引用

页码：4458 / 4461

页数：4

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