Issue 32, 2016

Synthesis of α-sulfenyl monoketones via a metal-free oxidative cross dehydrogenative coupling (CDC) reaction

Abstract

α-Sulfenyl ketones are potential precursors which find a variety of applications in organic synthesis. Their typical synthesis requires pre-functionalized starting materials and two to three step synthetic sequences. In addition, the selective pre-functionalization of unsymmetrical ketones is a challenge, which limits the synthesis of the desired sulfenylated ketones. To overcome these disadvantages, a metal-free, convenient one-step strategy for synthesizing α-sulfenyl ketones at ambient temperature via a cross-dehydrogenative coupling (CDC) strategy has been developed with a broad substrate scope. Therefore, this CDC strategy for C–S bond formation is attractive and may find wide applications in organic synthesis.

Graphical abstract: Synthesis of α-sulfenyl monoketones via a metal-free oxidative cross dehydrogenative coupling (CDC) reaction

Supplementary files

Article information

Article type
Paper
Submitted
07 Jun 2016
Accepted
15 Jul 2016
First published
15 Jul 2016

Org. Biomol. Chem., 2016,14, 7665-7670

Synthesis of α-sulfenyl monoketones via a metal-free oxidative cross dehydrogenative coupling (CDC) reaction

B. V. Varun, K. Gadde and K. R. Prabhu, Org. Biomol. Chem., 2016, 14, 7665 DOI: 10.1039/C6OB01243D

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