Investigation on the Se-Acylation with N-Acylbenzotriazoles

Abstract

The acylation of Se-nucleophiles with N-acylbenzotriazoles was investigated. Samarium phenylselenolate and benzylselenolate (RSeSmI₂) reacted with N-aroyl and N-alkanoylbenzotriazoles smoothly and afforded the corresponding selenol esters in good yields. Treatment of the RSeSmI₂ with α,β-unsaturated N-acylbenzotriazoles afforded the anticipated α,β-unsaturated selenol esters in moderate yields, due mainly to the side reaction of conjugate addition.

GRAPHICAL ABSTRACT

Keywords:

• N-Acylbenzotriazole
• samarium(II) iodide
• diselenides
• Se-acylation
• selenol esters

Acknowledgments

The authors are thankful to the National Natural Science Foundation of China (No. 20802070) for financial support.