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Straightforward Synthesis of 3‐Aminothiophenes Using Activated Amides
Authors:Dylan Dagoneau  Amandine Kolleth  Alexandre Lumbroso  Gamze Tanriver  Saron Catak  Sarah Sulzer‐Moss  Alain De&#x;Mesmaeker
Institution:Dylan Dagoneau,Amandine Kolleth,Alexandre Lumbroso,Gamze Tanriver,Saron Catak,Sarah Sulzer‐Mossé,Alain De?Mesmaeker
Abstract:Herein, we describe a facile approach towards the synthesis of diversely substituted 3‐aminothiophenes. A wide range of functional groups can be incorporated at the C(2), C(4), and C(5) positions of the thiophenes, and this route is also suitable for the synthesis of fused bicyclic heterocycles such as 3‐aminotetrahydrobenzothiophenes. This methodology relies on a ‐electrocyclization involving a vinyl sulfide linked to a keteniminium salt, the latter being formed in‐situ through activation of the corresponding amide with triflic anhydride.
Keywords:aminothiophenes  keteniminium salts  electrocyclic reactions  amide activation
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