Synthesis of Benzoquinolizinium Salts by Rh(III)-Catalyzed Cascade Double N-Annulation Reactions of Allylamines, Diarylacetylenes, and HBF4

Organic Letters
Ye Ri HanChul-Ho Jun

Abstract

A new cascade double N-annulation method has been developed for the synthesis of benzoquinolizinium salts. The process takes place between allylamines, internal alkynes, and HBF4 in the presence of Rh(III)/Cu(II) complexes and leads to formation of multisubstituted benzoquinolizinium salts. Importantly, the resulting benzoquinolizinium salts serve as fluorescent materials whose emission wavelengths can be tuned by selection of appropriate substituents.

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Citations

Jul 7, 2017·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Liyao Zheng, Ruimao Hua
Jul 24, 2018·Chemical Society Reviews·Carlo SambiagioMichael Schnürch
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May 23, 2019·Chemistry : a European Journal·Rajagopal Santhoshkumar, Chien-Hong Cheng
Nov 5, 2019·Journal of Materials Chemistry. B, Materials for Biology and Medicine·Sang Bong LeeYong Hyun Jeon

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