Lithium bis-catechol borate as an effective reductive quencher in photoredox catalysis

TETRAHEDRON

卷:74

Article; Proceedings Paper

Sevrin, Martin J.¹  Furst, Laura¹  Nguyen, John D.¹  Collins, James L., III¹  Stephenson, Corey R. J.¹ 

[1] Univ Michigan, Dept Chem, 930 N Univ Ave, Ann Arbor, MI 48109 USA

关键词: Radical chemistry;    Photocatalysis;    Natural products;   

DOI  :  10.1016/j.tet.2018.04.053

来源: Elsevier

【 摘 要 】

The use of lithium bis-catechol borate (LiB(cat)(2)) as a reductive quencher for the photoredox mediated intermolecular CH functionalization of various heteroaromatics with bromopyrroloindolines is described. LiB(cat)(2) offers a financial benefit over state-of-the-art quenchers currently in use while eliminating the side reactions that typically plague these couplings. The advantage of this methodology is highlighted by the synthesis of C3-C2' (-) gliocladin C. Furthermore, additional examples of reactivity with various bromopyrroloindolines sets the stage for expedient routes towards other pharmaceutically active hexahydropyrroloindoline alkaloids and their analogues. (C) 2018 Elsevier Ltd. All rights reserved.

【 授权许可】

Free