使用铜催化热氧化还原催化对硝基烷烃进行苄基化反应：实现硝基烷烃的简便 C-烷基化。
Benzylation of nitroalkanes using copper-catalyzed thermal redox catalysis: toward the facile C-alkylation of nitroalkanes.
机构信息
Department of Chemistry and Biochemistry, University of Delaware, Newark, Delaware 19716, USA.
出版信息
J Am Chem Soc. 2012 Jun 20;134(24):9942-5. doi: 10.1021/ja304561c. Epub 2012 Jun 12.
Abstract
The C-alkylation of nitroalkanes under mild conditions has been a significant challenge in organic synthesis for more than a century. Herein we report a simple Cu(I) catalyst, generated in situ, that is highly effective for C-benzylation of nitroalkanes using abundant benzyl bromides and related heteroaromatic compounds. This process, which we believe proceeds via a thermal redox mechanism, allows access to a variety of complex nitroalkanes under mild reaction conditions and represents the first step toward the development of a general catalytic system for the alkylation of nitroalkanes.
摘要
在温和条件下实现硝基烷烃的 C-烷基化，这在有机合成中是一个具有挑战性的课题，已经困扰了人们一个多世纪。在此，我们报告了一种简单的、原位生成的 Cu(I)催化剂，它可高效实现硝基烷烃的 C-苄基化，所用试剂为丰富的苄基溴化物和相关杂芳烃化合物。我们认为该反应是通过热氧化还原机制进行的，可在温和的反应条件下，适用于多种复杂的硝基烷烃，并代表了发展用于硝基烷烃烷基化的通用催化体系的第一步。
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