Benzothiazole-Directed Enantioselective Borylation of Secondary Benzylic C–H Bonds Using Iridium Catalysis

Synthesis Pub Date : 2024-06-24 DOI:10.1055/a-2335-8677
Liang-Jun Xie, Lili Chen, Senmiao Xu
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Abstract

Reported here is the iridium-catalyzed regio- and enantio­selective secondary benzylic C–H borylation using benzothiazole as the directing group. Various monosubstituted 2-arylalkylbenzo[d]thiazole were well-tolerated, affording the corresponding products in moderate to good yields with good enantioselectivity. The C–B bond in one boryl­ated product could undergo stereospecific transformations to form a series of C–C and C–heteroatom bonds.

Abstract Image

利用铱催化实现苯并噻唑引导的仲苄基 C-H 键对映选择性硼酰化反应
这里报告的是以苯并噻唑为指导基团,在铱催化下进行的区域和对映选择性仲苄基 C-H 硼酰化反应。各种单取代的 2-芳烷基苯并[d]噻唑均具有良好的耐受性,能以中等至良好的产率和良好的对映选择性得到相应的产物。一种硼烷基化产物中的 C-B 键可发生立体特异性转化,形成一系列 C-C 键和 C-杂原子键。
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