Investigations towards the design, synthesis and application of new sulfur-based transfer reagents

by Bernd Waldecker
Doctoral thesis
Date of Examination:2019-05-02
Date of issue:2019-06-20
Advisor:Prof. Dr. Manuel Alcarazo
Referee:Prof. Dr. Manuel Alcarazo
Referee:Prof. Dr. Lutz Ackermann
Referee:Prof. Dr. Dietmar Stalke
Referee:Dr. Shoubhik Das
Referee:Dr. Franziska Thomas
Referee:Dr. Max Hansmann
Persistent Address: http://dx.doi.org/10.53846/goediss-7521

 

 

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Abstract

English

New dibenzothiophenium-based alkynylation reagents were prepared and their versatile reactivity was demonstrated in reactions with benchmark C-, S-, N- and P-nucleophiles. Straightforward experiments applying 13C-labeled reagents were proceeded to give a first insight in the reaction mechanism of the transfer reaction. Furthermore, the reagents were directly compared with their commercially available EBX analogues highlighting them as powerful and safe alternative to hypervalent iodine reagents.
Keywords: sulfur chemistry; electrophilic alkynylation; isotopic labeling; alkynes
 
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