定向邻位金属化-交叉偶联策略。一锅法 Suzuki 反应合成联芳基和杂联芳基砜酰胺。
Directed ortho-metalation-cross-coupling strategies. One-pot Suzuki reaction to biaryl and heterobiaryl sulfonamides.
机构信息
Department of Chemistry, Queen's University, Kingston, ON, K7L 3N6, Canada.
出版信息
Org Lett. 2011 Jul 15;13(14):3588-91. doi: 10.1021/ol201175g. Epub 2011 Jun 15.
PMID:21675709
Abstract
A general synthesis of stable ortho-boropinacolato aryl and heteroaryl sulfonamides by directed ortho-metalation (DoM) and either MeOBPin or i-PrOBpin electrophile quench, 3 → 4, is described. A one-pot metalation-Suzuki cross-coupling procedure for the synthesis of biaryls and heterobiaryls, 3 → 5, and a complementary DoM-Ir-catalyzed boronation sequence (Scheme 6 ) are delineated.
摘要
通过定向 ortho-金属化（DoM）和 MeOBPin 或 i-PrOBpin 亲电试剂淬灭，对稳定的邻位硼 pinacolato 芳基和杂芳基磺酰胺进行了一般性合成，3 → 4。描述了用于合成联芳基和杂联芳基的一锅法金属化-Suzuki 交叉偶联程序，3 → 5，以及互补的 DoM-Ir 催化硼化序列（方案 6）。
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