Syntheses of (4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)arenes through Pd-catalyzed borylation of arylbromides with the successive use of 2,2 -bis(l,3,2-benzodioxaborole) and pinacol

Jun Takagi; Tetsu Yamakawa

首页> 外文期刊>Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry >Syntheses of (4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)arenes through Pd-catalyzed borylation of arylbromides with the successive use of 2,2 -bis(l,3,2-benzodioxaborole) and pinacol

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Syntheses of (4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)arenes through Pd-catalyzed borylation of arylbromides with the successive use of 2,2 -bis(l,3,2-benzodioxaborole) and pinacol

机译：（4,4,5,5-四甲基-1,3,2-二恶硼硼烷-2-基）芳烃的合成是通过Pd催化的芳基溴化物的硼化来实现的，依次使用2,2-双（1,3,2-苯并二恶唑硼酸酯和频哪醇

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Syntheses of (4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)arenes through the Pd-catalyzed borylation of arylbromides with the successive use of 2,2'-bis(l,3,2-benzodioxaborole) and pinacol were investigated. PdCl2(dppf) and AcOK in EtOH or DMSO successfully provided (4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)arenes. In particular, this method was more effective in the borylation of arylbromides bearing sulfonyl groups than the conventional Pd-catalyzed borylation using pinacolborane or bis(pinacolato)diboron.

机译：通过连续催化使用2,2'-bis（1,3，研究了2-苯并二恶唑硼烷和频哪醇。在EtOH或DMSO中的PdCl2（dppf）和AcOK成功提供了（4,4,5,5-四甲基-1,3,2-二氧杂硼烷-2-基）芳烃。特别地，该方法在带有磺酰基的芳基溴化物的硼酸酯化中比使用频哪醇硼烷或双（频哪醇）二硼烷的常规Pd催化的硼酸酯化更有效。

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《Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry》 |2013年第2期|共4页
作者
Jun Takagi; Tetsu Yamakawa;
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(4; 4; 5; 5-Tetramethyl-l; 3; 2-dioxaborolan-2-yl)arenes; 2; 2'-Bis(l; 3; 2-benzodioxaborole); Pd catalyst; Borylation;

机译：（4;4;5;5-四甲基-1;3;2-二氧杂硼烷-2-基）芳烃;2;2'-Bis（1;3;2-苯并二氧杂硼烷）;Pd催化剂;硼化;

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1. Syntheses of (4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)arenes through Pd-catalyzed borylation of arylbromides with the successive use of 2,2 -bis(l,3,2-benzodioxaborole) and pinacol [J] . Jun Takagi, Tetsu Yamakawa Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2013,第2期

机译：（4,4,5,5-四甲基-1,3,2-二恶硼硼烷-2-基）芳烃的合成是通过Pd催化的芳基溴化物的硼化来实现的，依次使用2,2-双（1,3,2-苯并二恶唑硼酸酯和频哪醇
2. Palladium-catalyzed reactions of 4,4,5,5-tetramethyl-2,7-bis(trimethylsilyl)dithieno[3,2-c : 2 ',3 '-e]disilacyclohexadiene with alkynes [J] . Kwak YW, Lee IS, Baek MK, Organometallics . 2006,第1期

机译：4,4,5,5-四甲基-2,7-双（三甲基甲硅烷基）二噻吩并[3,2-c：2'，3'-e]二硅环己二烯与炔烃的钯催化反应
3. Synthesis, structure, and magnetic properties of 2,2′-(buta-1,3- diyne-1,4-diyl)bis(4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole 3-oxide 1-oxyl) [J] . Tretyakov E.V., Tolstikov S.E., Romanenko G.V., Polyhedron: The International Journal for Inorganic and Organometallic Chemistry . 2011,第18期

机译：2,2'-（buta-1,3-diyne-1,4-diyl）bis（4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole 3）的合成，结构和磁性-氧化物1-氧基）
4. Iridium-Catalyzed C-H Borylation of Arenes and Heteroarenes: 1-Chloro-3-iodo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene and 2-(4,4,5,5,-Tetramethyl-1,3,2-dioxaborolan-2-yl)indole [O] . Ishiyama, Tatsuo, Takagi, Jun, Nobuta, Yusuke, 2005

机译：铱催化的芳烃和杂芳烃的CH硼化反应：1-氯-3-碘-5-（4,4,5,5-四甲基-1,3,2-二氧杂硼烷-2-基）苯和2-（4， 4,5,5，-四甲基-1,3,2-二氧杂硼硼烷-2-基）吲哚

Syntheses of (4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)arenes through Pd-catalyzed borylation of arylbromides with the successive use of 2,2 -bis(l,3,2-benzodioxaborole) and pinacol

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