Access to 5-Methyl-5H-naphtho[2,3-c]carbazole-8,13-dione Derivatives via Copper-Catalyzed Intramolecular Isomerization

被引：1

作者：

Xu, Hong ^{[1
,2
]}

Wang, Bei ^{[3
]}

Li, Fu-Yu ^{[1
,2
]}

Huang, Dong-Wei ^{[3
]}

Xiao, Yao ^{[3
]}

Wang, Ji-Yu ^{[1
,3
]}

机构：

[1] Chinese Acad Sci, Chengdu Inst Organ Chem, Asymmetr Synth & Chiraltechnol Key Lab Sichuan Pro, Chengdu 610041, Peoples R China

[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China

[3] Xihua Univ, Dept Chem, Chengdu 610039, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 24期

关键词：

ORGANIC-DYES; CARBAZOLE; DONOR; REACTIVITY; INDOLES; ROUTE; ACID;

D O I：

10.1021/acs.joc.3c01667

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Carbazole-fused quinones are important compounds for their potential pharmacological activities and photophysical properties. Here, a novel copper-catalyzed intramolecular isomerization process to access a new class of naphtho-[2,3-c]-carbazole-8,13-dione derivatives via a furan isomerization/gamma-H elimination and beta-C elimination/6 pi-electrocyclization/aromatization cascade is reported. Furthermore, the preliminary photophysical properties of the functional 5-methyl-5H-naphtho-[2,3-c]-carbazole-8,13-dione derivatives have been studied.

引用

页码：16891 / 16897

页数：7

共 9 条

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Wang, Bei
Li, Fu-Yu
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JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (05) : 2703 - 2713
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[3] Theoretical study of the regio- and stereoselectivity of the intramolecular Povarov reactions yielding 5H-chromeno[2,3-c] acridine derivatives
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[4] Access to Functionalized 3H-Pyrrolo[2,3-c]quinolin-4(5H)-ones and Thieno[2,3-c]quinolin-4(5H)-ones via Domino Reaction of 4-Alkynyl-3-bromoquinolin-2(1H)-ones
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[6] Copper-Catalyzed Tandem Cyclization/Direct C(sp2)-H Annulation of Azide-Ynamides via ?-Imino Copper Carbenes: Access to Azepino[2,3-b:4,5-b?]diindoles
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[7] Lipase-catalyzed asymmetric synthesis of naphtho[2,3-c]furan-1(3H)-one derivatives by a one-pot dynamic kinetic resolution/intramolecular Diels-Alder reaction: Total synthesis of (-)-himbacine
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[8] H14[NaP5W30O110] Catalyzed One-Pot Three-Component Synthesis of Dihydropyrano[2,3-c]pyrazole and pyrano[2,3-d]pyrimidine Derivatives
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[9] Synthesis of one-pot pyrazolo[4′,3′:5,6]pyrano[2,3-c]phenazin-15-yl) methanone derivatives via a multi-component using Fe3O4@TiO2-SO3H as a recoverable magnetic catalyst under microwave irradiation
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