AMINO-THIOCYANATION OF ELECTRON RICH OLEFINS AS AN EFFICIENT PURINE AND PYRIMIDINE N-ALKYLATION PROCESS

ABSTRACT

This work describes a relatively simple process to form thiocyanate substituted nucleoside mimics. ClSCN is slowly added to a solution of silylated heterocycle and suitable electron rich alkene. N-alkylated heterocycles are isolated in good yields after hydrolytic workup and flash chromatography.

ACKNOWLEDGMENTS

We would like to thank the Department of Chemistry and the Honors Program at the University of Dayton for funding this project. Mass spectral determinations were carried out at the Chemical Instrumentation Center of the Ohio State University. Elemental analysis determinations were carried out by Onieda Research Services.

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