66982-46-5Relevant articles and documents
Synthesis of 1-Pyrroline by Denitrogenative Ring Expansion of Cyclobutyl Azides under Thermal Conditions
Ban, Kazuho,Miki, Yuya,Sajiki, Hironao,Sawama, Yoshinari,Tomita, Naohito
supporting information, p. 3481 - 3484 (2021/06/17)
We herein report an efficient and systematic synthesis of 1-pyrrolines from cyclobutyl azides under thermal and neutral conditions. The reaction proceeded without any additional reagents, and nitrogen was generated as the sole by-product. Furthermore, the generated 1-pyrrolines could be continuously transformed into pyrroles, N-Boc-amines, and oxaziridines in an one-pot manner. (Figure presented.).
Thiete Dioxides as Templates Towards Twisted Scaffolds and Macrocyclic Structures
Baumann, Andreas N.,Didier, Dorian,Mayer, Peter,Reiners, Felix,Siegle, Alexander F.,Trapp, Oliver
supporting information, p. 6029 - 6035 (2020/05/16)
Thiete dioxide units have been employed as a template for further functionalization through C?H activation strategies. Using simple thiete dioxide building blocks, a new library of axially chiral molecules has been synthesized that owe their stability to electrostatic interactions in the solid state. Similar starting materials were further engaged in the formation of cyclic trimeric structures, opening the pathway to unprecedented macrocyclic ring systems.
Parallel Approaches for the Functionalization of Thietes: α-Metalation versus C-H Activation
Eisold, Michael,Müller-Deku, Adrian,Reiners, Felix,Didier, Dorian
supporting information, p. 4654 - 4658 (2018/08/07)
For the first time, an approach to 3,4-disubstituted thietes was developed through two complementary paths. While the first one relies on α-metalation, the second is based on direct C-H functionalization. A new library of sophisticated sulfur-containing four-membered rings is described, paving the way to new bioactive analogues and small heterocycle incorporation.
Chemodivergent and Stereoselective Access to Fused Isoxazoline Azetidines and Thietanes through [3 + 2]-Cycloadditions
Baumann, Andreas N.,Reiners, Felix,Juli, Thomas,Didier, Dorian
supporting information, p. 6736 - 6740 (2018/11/02)
By combining efficient methodologies for the preparation of substituted azetines and thietes with a highly regio- and diastereoselective [3 + 2]-cycloaddition, a straightforward pathway for the synthesis of fused isoxazoline azetidines and thietanes has been designed. With minimal steps and starting from commercial sources, a new library of elaborated architectures was synthesized opening up a new class of molecules with large potential in pharmacology. Finally, a retro [2 + 2]-cycloaddition leading to substituted isoxazoles is described.
