Synthesis of novel halopyridinylboronic acids and esters. Part 4: Halopyridin-2-yl-boronic acids and esters are stable, crystalline partners for classical Suzuki cross-coupling
Synthesis of novel halopyridinylboronic acids and esters. Part 4: Halopyridin-2-yl-boronic acids and esters are stable, crystalline partners for classical Suzuki cross-coupling
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DOI：
10.1016/j.tet.2003.10.020
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发表时间：
2003-12-08
期刊：
影响因子：
2.1
通讯作者：
Rault, S
中科院分区：
文献类型：
--
作者：
Bouillon, A;Lancelot, JC;Rault, S
本文介绍了一些新的5或6-卤代吡啶-2-基硼酸及其酯3、4、7的合成和分离方法。这些化合物是用正丁基锂进行区域选择性的卤素金属交换，然后用三异丙基硼酸酯从适当的二卤代吡啶开始猝灭而成的。到目前为止，所有研究的底物都提供了单一的区域异构体硼酸或酯产品。此外，这些化合物还被发现在钯的催化下与芳基卤化物发生偶联，并授权了一种产生新的吡啶库的策略。(C)2003爱思唯尔有限公司。保留所有权利。
This paper describes some methods for the synthesis and the isolation of novel 5 or 6-halopyridin-2-yl-boronic acids and esters 3, 4, 7. These compounds are prepared via a regioselective halogen-metal exchange using n-butyllithium and subsequent quenching with triisopropylborate starting from appropriate dihalopyridines. All substrates studied to date provided a single regioisomeric boronic acid or ester product. Additionally, these compounds have been found to undergo Pd-catalysed coupling with arylhalides and authorise a strategy to produce new pyridines libraries. (C) 2003 Elsevier Ltd. All rights reserved.