Cascade Amination/Cyclization/Aromatization Process for the Rapid Construction of [2,3-c]Dihydrocarbazoles and [2,3-c]Carbazoles

被引：27

作者：

Fan, Xing ^{[1
]}

Yu, Liu-Zhu ^{[2
,3
]}

Wei, Yin ^{[1
]}

Shi, Min ^{[1
,2
,3
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Univ Chinese Acad Sci, State Key Lab Organometall Chem, 354 Fenglin Lu, Shanghai 200032, Peoples R China

[2] East China Univ Sci & Technol, Sch Chem & Mol Engn, Key Lab Adv Mat, 130 Mei Long Rd, Shanghai 200237, Peoples R China

[3] East China Univ Sci & Technol, Sch Chem & Mol Engn, Inst Fine Chem, 130 Mei Long Rd, Shanghai 200237, Peoples R China

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 17期

基金：

中国国家自然科学基金;

关键词：

INTRAMOLECULAR 3+2+2 CYCLOADDITIONS; ACTIVE CARBAZOLE ALKALOIDS; CARBON-MONOXIDE; TETHERED ALKYLIDENECYCLOPROPANES; TERMINAL ALKYNES; BOND FORMATION; FUSED INDOLES; C-P; METHYLENECYCLOPROPANES; FUNCTIONALIZATION;

D O I：

10.1021/acs.orglett.7b01957

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An intramolecular cascade amination/cyclization/aromatization reaction of functionalized alkylidenecyclopropanes has been developed in the presence of silver acetate, affording a variety of [2,3-c] dihydrocarbazoles and [2,3-c]carbazoles in moderate to excellent yields. The mechanistic investigations revealed that this cascade reaction proceeds through a radical initiated process. Moreover, further transformations for the synthesis of eustifoline-D and an OLED exhibit a potential synthetic utility of this method.

引用

页码：4476 / 4479

页数：4

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