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TBA(FeCl3Br) Complex as a Photocatalyst in the Csp3–H Bond Activation in Alcohols for the Synthesis of N-Based Heterocycles
ACS Sustainable Chemistry & Engineering ( IF 7.1 ) Pub Date : 2024-06-25 , DOI: 10.1021/acssuschemeng.4c03149
Luiz H. Dapper 1 , Viviane T. Mena 1 , Mateus W. Rambo 2 , Felipe B. Santos 2 , Nahum R. Pineda 3 , Bernardo A. Iglesias 2 , Paulo C. Piquini 4 , Márcio S. Silva 1 , Eder J. Lenardão 1 , Filipe Penteado 2
Affiliation  

The TBA(FeCl3Br) complex, formed in situ by the simple mixture of FeCl3 and tetrabutylammonium bromide (TBAB) in MeCN, has been proven to be an outstanding photocatalyst to promote the selective oxidation of alcohols to aldehydes, under blue-light irradiation. Herein, we describe the synthesis of benzochalcogenazoles and quinazolinones by the reaction with suitable ortho-substituted anilines and alcohols under mild conditions. Among the green features, the method reduces the need of derivatization circumventing the use of aldehydes as substrate and allows the isolation of the quinazolinones by precipitation after washing the crude with ethyl ether, avoiding the need of purification by column chromatography.

中文翻译:


TBA(FeCl3Br)配合物作为光催化剂用于醇中Csp3-H键活化以合成N基杂环



TBA(FeCl 3 Br)络合物是由FeCl 3 和四丁基溴化铵(TBAB)在MeCN中的简单混合物原位形成的,已被证明是一种出色的光催化剂,可促进在蓝光照射下,醇选择性氧化为醛。在此,我们描述了通过与合适的邻位取代的苯胺和醇在温和条件下反应合成苯并硫族唑和喹唑啉酮。在绿色特征中,该方法减少了衍生化的需要,避免使用醛作为底物,并允许在用乙醚洗涤粗品后通过沉淀分离喹唑啉酮,避免了柱色谱纯化的需要。
更新日期:2024-06-25
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