Synthesis of pyrido[1,2-a]indol-6(7H)-ones via a visible light-photocatalyzed formal (4+2) cycloaddition of indole-derived bromides and alkenes or alkynes

被引：4

作者：

Wei, Minghui ^{[1
]}

Liu, Chengkou ^{[1
]}

Wang, Chang-Sheng ^{[1
]}

Li, Yuguang ^{[4
]}

Qiu, Peng ^{[5
]}

Dong, Quanxiao ^{[5
]}

Yang, Zhao ^{[2
]}

Fang, Zheng ^{[1
]}

Guo, Kai ^{[1
,3
]}

机构：

[1] Nanjing Tech Univ, Coll Biotechnol & Pharmaceut Engn, 30 Puzhu Rd S, Nanjing 211816, Peoples R China

[2] China Pharmaceut Univ, Coll Engn, 24 Tongjiaxiang, Nanjing 210003, Peoples R China

[3] State Key Lab Mat Oriented Chem Engn, 30 Puzhu Rd S, Nanjing 211816, Peoples R China

[4] Jiangsu Ind Technol Res Inst, Biol & Med Dept, Nanjing 210031, Peoples R China

[5] Hebei Tieke Yichen New Mat Technol Co Ltd, Shijiazhuang 052160, Hebei, Peoples R China

来源：

GREEN CHEMISTRY | 2023年 / 25卷 / 06期

基金：

国家重点研发计划; 中国国家自然科学基金;

关键词：

EFFICIENT SYNTHESIS; TERTIARY-AMINES; OXIME; RADICALS; STRATEGY;

D O I：

10.1039/d2gc04491a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We successfully developed an unprecedented synthesis route to pyrido[1,2-a]indol-6(7H)-ones through a visible light-photocatalyzed formal (4 + 2) cycloaddition of indole-derived bromides and alkenes or alkynes in a microchannel reactor. This novel protocol features extremely mild conditions, a broad substrate scope and high reaction efficiency. In addition, a reasonable reaction mechanism based on controlled experiments was proposed.

引用

页码：2453 / 2457

页数：5

共 3 条

[1] Visible light-photocatalysed carbazole synthesis via a formal (4+2) cycloaddition of indole-derived bromides and alkynes
Yuan, Zhi-Guang
Wang, Qiang
Zheng, Ang
Zhang, Kai
Lu, Liang-Qiu
Tang, Zilong
Xiao, Wen-Jing
CHEMICAL COMMUNICATIONS, 2016, 52 (29) : 5128 - 5131
[2] 1,2,3,9-Tetrahydro-4H-carbazol-4-one and 8,9-Dihydropyrido-[1,2-a]indol-6(7H)-one from 1H-Indole-2-butanoic Acid
Bunce, Richard A.
Nammalwar, Baskar
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2009, 46 (02) : 172 - 177
[3] Organocatalysed Michael addition on arylmethylidenemalonates involving 4-(2-nitrophenyl)acetoacetate: diversity-oriented access to 8,9-dihydropyrido[1,2-a]indol-6(7H)-one and salicylate scaffolds
Srivastava, Anvita
Biswas, Soumen
Singh, Shivendra
Mobin, Shaikh M.
Samanta, Sampak
RSC ADVANCES, 2015, 5 (34): : 26891 - 26896

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