Copper(I)-Mediated Cascade Annulation via Dual C-H/C-H Activation: Access to Benzo[a]carbazolic AEEgens

被引：32

作者：

Khandelia, Tamanna ^{[1
]}

Ghosh, Subhendu ^{[1
]}

Panigrahi, Pritishree ^{[1
]}

Shome, Rajib ^{[2
]}

Ghosh, Siddhartha Sankar ^{[2
]}

Patel, Bhisma K. ^{[1
]}

机构：

[1] Indian Inst Technol Guwahati, Dept Chem, Guwaha 781039, Assam, India

[2] Indian Inst Technol Guwahati, Dept Biosci & Bioengn, Guwaha 781039, Assam, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 86卷 / 23期

关键词：

CATALYZED TANDEM REACTION; BIOLOGICAL EVALUATION; EFFICIENT ACCESS; FUNCTIONALIZATION; 2-ARYLINDOLES; CYCLIZATION; ALKYNES; 2-ALKYNYLANILINES; CARBAZOLES; MALEIMIDES;

D O I：

10.1021/acs.joc.1c02109

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A Cu(I)-mediated cascade cyclization/annulation of unprotected o-alkynylanilines with maleimides in one pot is developed. The protocol offers sequential formation of one C-N and two C-C bonds to deliver fused benzo[a]carbazoles having free NH skeletons. The annulated products display fluorescence emission in the range of 485-502 nm with a large Stokes shift and fluorescence lifetime of similar to 17 ns. The annulated 3aa displays AEE behavior in the ethanol/hexane system and possesses marigold-flower-like morphology at the aggregated state. Cell viability assays enumerate biocompatible AEEgens, while their high intracellular fluorescence depicts cell imaging applicability.

引用

页码：16948 / 16964

页数：17

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