Organic Letters
Organic Letters
5 years ago

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

Synthesis of Benzoquinolizinium Salts by Rh(III)-Catalyzed Cascade Double N-Annulation Reactions of Allylamines, Diarylacetylenes, and HBF4
Ye Ri Han, Su-Hyang Shim, Dong-Su Kim, Chul-Ho Jun
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.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01175

DOI: 10.1021/acs.orglett.7b01175

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