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可见光促进的脱羧自由基串联环化反应在水中合成酰化苯并咪唑/吲哚并[2,1-]异喹啉-6(5)-酮

Visible-light-promoted decarboxylative radical cascade cyclization to acylated benzimidazo/indolo[2,1-]isoquinolin-6(5)-ones in water.

作者信息

Tang Lili, Ouyang Yuejun, Sun Kai, Yu Bing

机构信息

Hunan Engineering Research Center for Recycled Aluminum, College of Chemistry & Materials Engineering, Huaihua University Huaihua 418008 China

College of Chemistry, Zhengzhou University Zhengzhou 450001 China

出版信息

RSC Adv. 2022 Jul 7;12(31):19736-19740. doi: 10.1039/d2ra03467k. eCollection 2022 Jul 6.

Abstract

A metal-free visible-light-induced decarboxylative radical addition/cyclization procedure at room temperature was described for the synthesis of acylated benzimidazo/indolo[2,1-a]isoquinolines. The procedure was prepared in water a reaction of functionalized 2-arylbenzoimidazoles or 2,3-diarylindoles and α-oxocarboxylic acids in the presence of phenyliodine(iii) diacetate (PIDA) in one step under mild reaction conditions. In this procedure, traditional heating and metal reagents could be effectively avoided to access 1,4-dicarbonyl-containing benzimidazo/indolo[2,1-]isoquinoline-6(5)-ones in satisfactory yields.

摘要

描述了一种在室温下无金属可见光诱导的脱羧自由基加成/环化方法,用于合成酰化苯并咪唑/吲哚并[2,1-a]异喹啉。该方法在水中制备,在温和的反应条件下,使功能化的2-芳基苯并咪唑或2,3-二芳基吲哚与α-氧代羧酸在二乙酸碘苯(III)(PIDA)存在下一步反应。在此方法中,可以有效避免传统加热和金属试剂,以令人满意的产率得到含1,4-二羰基的苯并咪唑/吲哚并[2,1-]异喹啉-6(5)-酮。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c95a/9260743/cdb3b93bcf7a/d2ra03467k-s1.jpg

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