Indazoles: Regioselective Protection and Subsequent Amine Coupling Reactions
Indazoles: Regioselective Protection and Subsequent Amine Coupling Reactions
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DOI：
10.1021/jo9006656
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发表时间：
2009-08-21
影响因子：
3.6
通讯作者：
Watson, Paul S.
中科院分区：
文献类型：
--
作者：
Slade, David J.;Pelz, Nicholas F.;Watson, Paul S.
茚唑在强碱条件下无选择性地得到N-1和N-2的混合物。在轻度酸性条件下，N-2发生区域选择性保护。热力学条件导致了N-1的区域选择性保护。这一趋势适用于各种取代茚唑。受保护的5-溴茚唑与一系列胺参与布赫瓦尔德反应生成新的衍生物。
Indazoles are unselectively protected under strongly basic conditions to give a mixture at N-1 and N-2. Under mildly acidic conditions, regioselective protection at N-2 takes place. Thermodynamic conditions lead to regioselective protection at N-1. This trend applies to various substituted indazoles. Protected 5-bromoindazoles participate in Buchwald reactions with a range of amines to generate novel derivative.