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Dibenzothiophenesulfilimines: A Convenient Approach to Intermolecular Rhodium-Catalysed C−H Amidation |
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| Authors: | Patrick W Antoni Alexandra V Mackenroth Dr Florian F Mulks Dr Matthias Rudolph Prof Dr Günter Helmchen Prof Dr A Stephen K Hashmi |
| Institution: | 1. Organisch-Chemisches Institut, Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany
These authors contributed equally.;2. Organisch-Chemisches Institut, Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany |
| Abstract: | A sulfilimine-based Group 9 transition-metal-catalysed C−H amidation procedure is reported. Dibenzothiophene-based sulfilimines were shown to constitute a class of novel amidation reagents which enable the transfer of a wide range of N-sulfonyl and N-acyl moieties. It was demonstrated that sulfilimines, which are easily accessible from cheap reagents, are safe-to-handle and represent broadly applicable amidation reagents. The dibenzothiophene can be recycled after use. The C−H amidation was shown to proceed with high selectivity and gave the mono-amidated products, mostly in good to excellent yields. |
| Keywords: | amidation C−H activation homogeneous catalysis rhodium sulfilimines transition-metal catalysis |