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Original Articles

Investigation on the Se-Acylation with N-Acylbenzotriazoles

, , , &
Pages 2047-2054 | Received 01 Oct 2010, Accepted 12 Nov 2010, Published online: 14 Oct 2011
 

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

Acknowledgments

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

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